Australian Open organisers faced criticism over scheduling after a long quarter-final between Novak Djokovic and Taylor Fritz delayed the night session by more than two hours.

Djokovic battled past his American opponent 7-6 (3) 4-6 6-2 6-3 after three hours and 45 minutes, with the match starting later than expected because of Coco Gauff’s lengthy clash with Marta Kostyuk in the opening match of the day on Rod Laver Arena.

Extending the tournament to 15 days this year and scheduling only two matches in each day session was meant to avoid the sort of early-morning finishes that have become increasingly common.

But there have only been two days out of 10 so far where play has finished by midnight, and Daniil Medvedev and Emil Ruusuvuori played until 3.39am in their second-round clash.

Tuesday’s delay meant women’s defending champion Aryna Sabalenka did not start her match, which had been due to begin at 7pm, until 9.10pm, and Jannik Sinner and Andrey Rublev were not hitting their first balls until after 10.40pm.

Discussions took place about potentially moving one of the night session matches to a different court, but that ultimately did not happen.

Fritz said: “It just screws up your whole clock. I pray for those guys. I get it, matches go long some days. Like, today in particular, my match was long, the match before us was really long.

“But there’s got to be something they can do where people aren’t playing until 2, 3am, because I don’t think people really fully understand how much time we actually have to spend doing stuff after we finish playing. If you finish at 2am, there is no chance I’m going to sleep until 5, 6am.”

Wimbledon is unique in having an 11pm curfew, but play at the other grand slams has no cut-off point, and, with the average length of matches increasing markedly in recent years, what was rare in now commonplace.

Djokovic said: “We’ve seen in the past some late finishes. And I know for the crowds and for the tournament in a way it’s kind of exciting to see a 4am finish, a 3am finish. I was part of some of those. But it’s definitely not fun for us.

“The good thing about the quarter-finalist on the men’s section is we have two days. So I think that’s plenty of time to get a good sleep and recover.”

Djokovic will also need time to recover after battling past Fritz and into the semi-finals in Melbourne for the 11th time.

The world number one has never lost here once he has made it beyond the last eight, and there is no doubt how much he wants a 25th grand slam title.

Djokovic had beaten American Fritz in all eight of their previous meetings but this was certainly not straightforward. The first game alone lasted 16 minutes and the first set 84 minutes as they toiled in the heat.

Fritz, looking to reach a slam semi-final for the first time at the third attempt, remarkably saved all 15 break points he faced in the opening two sets, and he impressively levelled the contest.

It was just the third set he had won against the Serbian, with the other two both coming in a third-round clash here in 2021, when Djokovic suffered an abdominal injury but still managed to win in five.

But Djokovic began to turn the screw in the third set as Fritz started to feel his left foot, and successive breaks in the fourth set him on the way to a record-extending 48th slam semi-final.

Speaking to Nick Kyrgios on court, Djokovic said: “I suffered a lot in the first couple of sets. Also due to his high quality tennis. He was really kind of suffocating me from the back of the court.

“It was really difficult to find the right timing, it was really hot while the sun was still out. We all know Taylor has got one of the best serves in the world. I knew the kind of a threat he poses when he serves on such a high quality.

“Conversion of the break points was really poor but I managed to break him when it mattered. I think I upped my game midway through the third set all the way through to the end.”

Fritz was left with mixed feelings, saying: “I played a really high level for the first two sets, and they were a physical, tough two sets. It was like two and a half hours by the time we finished the two sets. I need to get to the point where I can do that for five hours.”

Third seed Daniil Medvedev survived a scare at the Australian Open as he came from two sets down to beat Emil Ruusuvuori in a match that finished at 3.40am.

Medvedev looked like he might have been in bed much earlier as the unseeded Finnish player took control.

But the Russian showed his fighting spirit to ensure that it turned into an early morning as he battled back to win 3-6 6-7 (1) 6-4 7-6 (1) 6-0, with sunrise two hours away.

Carlos Alcaraz came through a tough four-set battle with Italy’s Lorenzo Sonego on a day of close encounters for the big names.

Novak Djokovic’s struggles will have given heart to his rivals but few are finding the early stages of the tournament straightforward, and second seed Alcaraz needed three hours and 25 minutes to defeat Sonego 6-4 6-7 (3) 6-3 7-6 (3).

In a match full of shot-making, Alcaraz topped the highlight reel with two winners around the net post.

“I didn’t feel I had downs in the match,” said the Spaniard. “In the tie-break, he started to play an unbelievable game. I think he made some big returns after a good first serve from me.

“I think probably I could do something else in the tie-break. But the level that he played, it was really, really high.”

Sixth seed Alexander Zverev and 11th seed Casper Ruud both needed fifth-set tie-breaks to edge into round three.

Zverev looked in deep trouble down two sets to one against Slovakian qualifier Lukas Klein before recovering to win 7-5 3-6 4-6 7-6 (5) 7-6 (10/7).

The German said of his opponent: “I didn’t know him at all. To be honest, if he would have been in a room, I would have not known that he’s my opponent.

“But he played extremely well. He played very, very aggressive, hitting every single ball as hard as he could from both sides, I feel like. A lot of the times I was a spectator in the match. I was just witnessing whether he’s going to hit a winner or miss.

“That’s not a nice feeling to be in, especially in the important moments, but I’m happy that I managed to win.”

Zverev next faces American 19-year-old Alex Michelsen, who knocked out last year’s quarter-finalist Jiri Lehecka.

Ruud was given a huge battle by Australian Max Purcell, who twice fought back from a set down to force a decider before the Norwegian prevailed 10-7 in the deciding tie-break.

“He’s a really tricky player and a great tennis player in my eyes, even though he plays different from others,” said Ruud.

“I’m very happy with the win. He beat me in Cincinnati. The plan was to do things better from that time, and I think I did, and that was just enough to win the match.”

Eighth seed Holger Rune is out, though, as Frenchman Arthur Cazaux won 7-6 (4) 6-4 4-6 6-3.

Defending champion Carlos Alcaraz dug in to avoid a shock loss against Emil Ruusuvuori and reach the third round of the Madrid Open.

The young Spaniard thrilled his home fans last year by defeating Novak Djokovic and Rafael Nadal on his way to the title, establishing himself as not just the future but the present of men’s tennis.

He was in brilliant form last week as he successfully defended his Barcelona Open title but looked on the way out early in Madrid before turning the match around to win 2-6 6-4 6-2.

Errors flowed from the Alcaraz racket during the first set against powerful Finn Ruusuvuori, ranked 41.

Normally so composed, the 19-year-old threw his racket in frustration early in the second set but the turning point came in a long sixth game where he saved five break points before eventually holding.

He broke the Ruusuvuori serve in the next game and did not look back, going on to dominate the deciding set and move through to a clash with Grigor Dimitrov, who defeated Gregoire Barrere.

Casper Ruud’s troubles continued, though, the third seed suffering another early defeat, this time losing 6-3 6-4 to Italian qualifier Matteo Arnaldi.

Fifth seed Andrey Rublev edged out Stan Wawrinka 7-5 6-4 while fellow Russian Karen Khachanov was a 6-3 3-6 6-3 winner against Thiago Monteiro.

Meanwhile, Andy Murray has reacted to the disappointment of his defeat by Andrea Vassavori on Thursday by taking a wild card into next week’s Challenger tournament in Aix-en-Provence.

Italian 10th seed Jannik Sinner downed Emil Ruusuvuori to secure his berth in the Miami Open semi-finals along with bringing up his 20th win of the season on Wednesday.

Sinner, who dropped only one point on first serve, won 6-3 6-1 over the Finn in one hour and 16 minutes.

The 21-year-old Italian will face either top seed and defending champion Carlos Alcaraz or 2022 Indian Wells winner Taylor Fritz in the last four. Sinner lost to Alcaraz in the Indian Wells semi-finals a fortnight ago.

Alcaraz and Fritz's Miami quarter-final was postponed to Thursday with persistent rain forcing the evening session in Miami to be cancelled.

The other quarter-finals between 14th seed Karen Khachanov and 25th seed Francisco Cerundolo along with fourth seed Daniil Medvedev and qualifier Christophr Eubanks were also re-scheduled for Thursday.

The Sinner-Ruusuvuori clash was also impacted by a two-hour rain delay, but the Italian prevailed to maintain his perfect record in Miami, having not dropped a set.

"We both played well today but I won the important points," Sinner said. "It's never easy when you are up and you get interrupted, but I came back and played well."

Sinner's run to the Miami semi-finals has seen him drop the fewest games (23) since Rafael Nadal (21) and Novak Djokovic (23) in 2014.

The Italian became the seventh male to reach the semi-finals at both Indian Wells and Miami in a single year before turning 22, joining an elite list in Andre Agassi (1990), Jim Courier (1991), Djokovic (2007), Andy Murray (2007 and 2009), Nadal (2008) and Alcaraz (2022).

Sinner's 2023 record is now 20-4, bettered only by Medvedev (26-3) and Cameron Norrie (21-5).

Second seed Stefanos Tsitsipas was bundled out of the Miami Open in straight sets during Tuesday's fourth round by 2022 US Open semi-finalist Karen Khachanov.

The Russian 14th seed prevailed 7-6 (7-4) 6-4 over Tsitsipas in one hour and 34 minutes, powering 25 winners and making only nine unforced errors, compared to the Greek's 14.

Khachanov's triumph ended a winless 0-6 head-to-head record against Tsitsipas, while it also snapped his own 23-match losing streak against top-10 opponents.

The Russian, who also made this year's Australian Open semi-finals, has qualified for four of his six tour-level events this year.

Khachanov will take on 25th seed Francisco Cerundolo in the quarter-finals, with the Argentinian fighting back to get past Lorenzo Sonego 3-6 6-3 6-2 in just over two hours.

Defending champion and top seed Carlos Alcaraz had less trouble against Tommy Paul, cruising into the quarter-finals with a 6-4 6-4 victory.

Alcaraz won the winners' count 24-9, setting up a quarter-final clash with ninth seed Taylor Fritz, as the Spanish 19-year-old chases a rare Sunshine Double, having won last week's Indian Wells Open.

Fritz progressed after getting past seventh seed Holger Rune 6-3 6-4 in 86 minutes, sending down eight aces and 22 winners for the match.

Fourth seed Daniil Medvedev played late into the evening after a lengthy rain delay in Miami, but made light work of Quinten Halys 6-4 6-2, triumphing just past 1:30am local time.

Medvedev, who is into his third straight Miami quarter-final, will face American qualifier Christopher Eubanks in the last eight after he got past Frenchman Adrian Mannarino 7-6 (7-2) 7-6 (7-5) in another rain-delayed contest.

Italian 10th seed Jannik Sinner knocked off sixth seed Andrey Rublev 6-2 6-4, advancing to face Emil Ruusuvuori after he beat Botic van de Zandschulp 4-6 6-4 7-5.

Top seed and reigning champion Carlos Alcaraz dished out a bagel as he continued his outstanding form with a straight-sets victory over Dusan Lajovic to ease into the Miami Open fourth round on Sunday.

Alcaraz, who triumphed at last week's Indian Wells Open, beat the 76th-ranked Serbian 6-0 7-6 (7-5) in one hour and 32 minutes.

The 19-year-old Spaniard hit 26 winners compared to Lajovic's eight, while Alcaraz also sent down three aces on a 75 per cent first serve percentage.

Alcaraz won the first frame to love in 32 minutes, registering his fourth career bagel at ATP Masters 1000 level, equaling the most by a teenager alongside Rafael Nadal.

The world number one will face 2023 Australian Open semi-finalist Tommy Paul in the fourth round after the American got past 20th seed Alejandro Davidovich Fokina 6-3 7-5.

Third seed and 2022 Miami Open finalist Casper Ruud blew a first-set lead to lose 3-6 6-4 6-4 to Botic Van De Zandschulp.

The Dutchman improved his head-to-head record against Ruud to 3-1 with his first-ever top five win, with the Norwegian left to lament converting only two of 15 break points.

Ninth seed Taylor Fritz progressed into the fourth round with a 6-4 6-4 win over Denis Shapovalov, improving his head-to-head record against the Canadian to 4-5. Fritz committed only eight unforced errors and did not face one break point.

Jannik Sinner maintained his excellent hard-court form with his 18th win this season on the surface, as he defeated Grigor Dimitrov 6-3 6-4 in one hour and 28 minutes. The Italian 10th seed will be Andrey Rublev in the next round.

Sixth seed Rublev needed less than an hour to get past Miomir Kecmanovic 6-1 6-2, while compatriot Daniil Medvedev advanced via a walkover against Alex Molcan due to a right hip injury.

Seventh seed Holger Rune cruised past Diego Schwartzman 6-4 6-2, while Finland's Emil Ruusuvuori got past Taro Daniel 6-3 7-6 (7-3).

World number one Carlos Alcaraz wasted no time in advancing to the Miami Open third round with a straight-sets win over Facundo Bagnis in just 64 minutes, while 13th seed Alexander Zverev suffered an early exit on Friday.

Reigning US Open champion Alcaraz eased past Bagnis 6-0 6-2, firing 12 winners and three aces for the match, committing only 11 unforced errors.

The Spaniard won the first set in 24 minutes, marking the first time he has won an opening frame 6-0 at an ATP Masters 100 event. It was also the first bagel he has dished out since beating Bagnis in Umag last year.

"I knew that I needed to be focused for my first match," Alcaraz said after his win, having triumphed in Indian Wells last week. "To start a new tournament is never easy, different conditions.

"I have to be ready to get used to these new conditions, but I was really focused on the match from the beginning, and I'm happy with the way that I played. I try to improve every day."

Alcaraz will face Dusan Lajovic after he beat 30th seed Maxime Cressy 6-4 7-6 (7-2), having knocked off Andy Murray in the first round.

Zverev was the highest seed to bow out on Friday, going down 6-0 6-4 to Japan's Taro Daniel, who beat world number four Casper Ruud last month in Acapulco.

Daniel triumphed in 73 minutes against the German, hitting 17 winners and committing only two unforced errors for the match, while Zverev gave up 18.

The Japanese wild card will meet Emil Ruusuvuori in the third round after the Finn beat 22nd seed Roberto Bautista Agut 6-4 7-6 (7-5) to open up that section of the draw.

Third seed Ruud also had few problems getting past Ilya Ivashka 6-2 6-3 to set up a clash with Botic van de Zandschulp after his three-set win over Alexei Popyrin.

Sixth seed Andrey Rublev overcame J.J. Wolf 7-6 (7-3) 6-4, having been broken in the opening game of what was a tight contest.

Jannik Sinner beat Laslo Djere 6-4 6-2, marking his 16th win out of 20 appearances at the Sunshine Double (Indian Wells and Miami), with only three other players – Novak Djokovic, Alcaraz and Hubert Hurkacz – having as many wins within their first 20 matches.

Ninth seed Taylor Fritz defeated fellow American Emilio Nava 6-4 6-1, and will face Denis Shapovalov in round three after he beat Guido Pella 6-3 3-6 6-3.

American 16th seed Tommy Paul came from a set down to beat Marc-Andrea Huesler 5-7 6-3 6-4, while seventh seed Holger Rune beat Martin Fucsovics 6-3 7-5.

Former world number six Gael Monfils' return to the ATP Tour ended with a straight-sets first-round defeat to Jordan Thompson at the Indian Wells Open on Wednesday.

The 37-year-old Frenchman has not played competitively since August last year due to injury but was eliminated by Thompson 6-3 6-1 in one hour and five minutes.

The Australian was ruthless, converting four of six break points generated, while he did not offer up any to Monfils.

Monfils was rusty, committing 17 unforced errors to Thompson's five, but the veteran hit 14 winners.

Thompson's victory earns him a second-round meeting with second seed Stefanos Tsitsipas.

Brandon Nakashima won the battle of the Americans, getting past John Isner 7-6 (9-7) 6-3 in one hour and 39 minutes. Nakashima progresses to face fifth seed Daniil Medvedev.

China's Wu Yibing produced some thrilling tennis, including an astonishing volley, in his 6-7 (6-8) 6-0 7-6 (7-3) victory over Jaume Munar.

World number 38 Diego Schwartzman won 6-1 6-2 over fellow Argentinian Federico Coria, while 47th-ranked Jiri Lehecka got past Arthur Rinderknech 7-6 (7-4) 7-5.

Australia's Jason Kubler toppled Lorenzo Sonego 6-4 7-6 (7-4) in almost two hours, while 42nd-ranked Bernabe Zapata Miralles was beaten 6-2 7-6 (8-6) by Ugo Humbert.

Finland's Emil Ruusovuori triumphed with Constant Lestienne retiring down 6-4 4-1 and world number 46 Alexander Bublik was a shock casualty, going down 6-4 6-4 to Wu Ting-Lin.

Novak Djokovic was made to work hard for his 18th consecutive victory, eventually putting away Tomas Machac in the first round of the Dubai Tennis Championships.

Djokovic, who is celebrating a record 378th week as world number one, had to rely on a third-set tie-break to finally get over the line, defeating his Czech opponent 6-3 3-6 7-6 (7-1) on Tuesday.

Machac is ranked 130th in the world, but caused Djokovic plenty of problems, earning 10 break points across the match, though he was only able to convert three.

Djokovic had a 4-1 lead in the deciding set before Machac fought back to force a tie-break, but the Australian Open champion ultimately had few problems at 6-6 as he won seven of the eight points played to clinch the win.

"Tomas certainly didn't play like the No. 130 in the world today," Djokovic said of his opponent. "He was giving me all kinds of trouble. But I guess when it mattered, I found another gear."

Djokovic, who is still undefeated in 2023, will face Tallon Griekspoor in the second round.

Elsewhere, fresh off two titles in as many weeks, third seed Daniil Medvedev eased past Matteo Arnaldi 6-4 6-2 to tee up a tie with Alexander Bublik next after his opponent Alexandar Lazarov retired hurt with Bublik leading 6-1 1-0.

Felix Auger-Aliassime defeated Maxime Cressy 7-6 (7-4) 3-6 6-3, but sixth seed Karen Khachanov is out after he was beaten 7-5 6-2 by Botic van de Zandschulp.

The Dutchman will take on Mikael Ymer in the second round after his 6-2 6-3 win against Francesco Passaro, while eighth seed Borna Coric and Dan Evans played just four games before the latter retired hurt.

Christopher O'Connell set up a match against Alexander Zverev in the next round after he overcame Emil Ruusuvuori 7-5 6-4.

Emil Ruusuvuori consigned Dan Evans to a first-round exit at the Qatar Open with a straight-sets victory on Tuesday.

Finn Ruusuvuori ousted the sixth seed with a 7-5 6-4 victory in Doha with a powerful display.

There were 26 winners from the racket of Ruusuvuori, who had only come out on top in one of his previous eight matches against top-30 opponents.

Ruusuvuori's next assignment will be a meeting with Jiri Lehecka, who saw off qualifier Damir Dzumhur 6-3 7-6 (7-3).

Roberto Bautista Agut, the fifth seed from Spain, saw the back of Marton Fucsovics 7-6 (9-7) 5-7 6-4.

Botic van de Zandschulp, Tallon Griekspoor and Soonwoo Kwon also made it through to round two.

Maxime Cressy had to dig deep to make it out of the first round of the Open 13, beating Geoffrey Blancaneaux 6-3 6-7 (5-7) 7-6 (7-4).

The fifth seed from the United States was joined in the last 16 by David Goffin, who defeated qualifier Lukas Klein 6-2 6-4.

Eighth seed Marc-Andrea Huesler made an early departure after going down in straight sets to Gregoire Barrere in Marseille.

Matteo Berrettini is set to tackle Davis Cup team-mate Lorenzo Musetti in an all-Italian Napoli Cup final on Sunday after defying advice to pull out with a foot injury.

Former Wimbledon runner-up Berrettini beat American Mackenzie McDonald 3-6 7-6 (7-2) 6-3 at the hard court event, while Musetti came through 6-3 6-4 against Serbian Miomir Kecmanovic.

Providing Berrettini is healthy to participate in the final, the tournament looks set to deliver a crowd-pleasing trophy match, but it was touch and go whether the Rome native would get through the McDonald match.

"I don't even know how I did it," Berrettini said. "I wasn't feeling very good. I asked for the physio because my foot was hurting. It happened so many times in my career that I had to fight through so many things, not just thinking about the tennis ball."

He added, quoted by the ATP: "I didn't want to retire. My team told me, 'I think you should stop'. But I tried and I found a way."

Berrettini and Musetti have never gone head-to-head before. Berrettini has won two titles this year, both on grass, in Stuttgart and at London's Queen's Club, while 20-year-old Musetti scooped his maiden ATP title on clay in Hamburg.

At the European Open in Antwerp, Sunday's final will see American Sebastian Korda tackle Canadian Felix Auger-Aliassime, in a battle of two in-form players.

Korda was runner-up last week in Gijon, while Auger-Aliassime took the title in Florence, adding to his Rotterdam triumph from February.

Korda wrestled his way past a recently resurgent Dominic Thiem, scraping a 6-7 (4-7) 6-3 7-6 (7-4) victory, before Auger-Aliassime was given a mighty battle by veteran Frenchman Richard Gasquet, winning through in two tight sets, 7-6 (7-2) 7-6 (7-3) his margin.

Like Berrettini and Auger-Aliassime, Greece's Stefanos Tsitsipas has a third title of the year in his sights this weekend.

Tsitsipas swept through to the final of the Stockholm Open with a 6-2 6-2 win over Finland's Emil Ruusuvuori, setting up a clash with 19-year-old Danish player Holger Rune.

For Rune, there was no such straightforward path into the final as Alex de Minaur pushed him all the way, with the Australian eventually edged out 4-6 7-6 (7-1) 7-5 after two hours and 50 minutes.

Daniil Medvedev succumbed to second-round defeat against Stan Wawrinka at the Moselle Open on Thursday, while Hubert Hurkacz coasted past Dominic Thiem.

World number four Medvedev fell to a 6-4 6-7 (7-9) 6-3 loss against three-time major winner Wawrinka, who will next meet Mikael Ymer after his straight-sets win over home favourite Gregoire Barrere.

Second seed Hurkacz did not experience such struggles against Thiem as the Pole cruised to a 6-3 6-4 as he served 12 aces in a dominant performance in Metz.

Hurkacz will face Arthur Rinderknech in the next round after the Frenchman battled to a 7-6 (13-11) 6-3 triumph over fifth seed Nikoloz Basilashvili.

Alexander Bublik, the seventh favourite in France, was also made to work for his progress to the quarter-finals, downing Emil Ruusuvuori 6-7 (4-7) 6-4 6-3.

Fourth seed Holger Rune awaits Bublik after Benjamin Bonzi retired due to injury when 6-4 4-1 down against the Dane.

Lorenzo Sonego coasted through his second-round clash to defeat Gilles Simon 7-6 (7-2) 6-4 to tee up a last-eight clash with Sebastian Korda.

Finland's Emil Ruusuvuori collected a big-name scalp on the opening day of the Canadian Open, defeating three-time grand slam winner Stan Wawrinka 6-3 3-6 6-3 on Monday.

Although the 37-year-old Wawrinka is no longer at his best – ranked 322nd in the world – he still put up a strong fight against his 23-year-old opponent, creating eight break point opportunities in the match while facing nine.

Ruusuvuori will play eighth seed Hubert Hurkacz in the second round in a tough matchup, while Slovakia's Alex Molcan will play fourth seed Casper Ruud after defeating American Mackenzie McDonald 7-6 (7-1) 6-4.

Molcan's advantage was in his serve, winning 74 per cent (49-of-66) of his service points compared to 59 per cent (49-of-83) for McDonald.

In a clash between a pair of top-30 talents, Russia's Karen Khachanov got the better of Argentina's Francisco Cerundolo 7-6 (7-4) 5-7 6-3. He will play the winner between 13th seed Marin Cilic and Croatia's Borna Coric next.

Recent runner-up of the Atlanta Open Jenson Brooskby had no issues with Kazakhstan's Alexander Bublik, winning 6-2 6-3, and he will likely play Roberto Bautista-Agut in the second round as the Spaniard leads 7-6 (7-5) 2-1 with a break in the second set when a rain delay ended the day's play.

One of Canada's top hopes, Denis Shapovalov, will have his back up against the wall when his match resumes against Alex de Minaur, losing the first set 7-5, with the rain arriving in the middle of the second-set tiebreaker.

Jack Draper will head back onto the court with a set advantage against Hugo Gaston after winning the opener 6-2, although he will have to save a break point first up.

Second seed Hubert Hurkacz was a shock second-round casualty from the Citi Open on Wednesday after a straight-sets defeat to Emil Ruusuvuori.

World number 46 Ruusuvuori triumphed 6-4 7-6 (7-3) in one hour and 43 minutes to book a quarter-final spot.

Hurkacz, who is ranked 11th in the world and reached last year's Wimbledon semi-finals, fought hard but failed to capitalise on four break points throughout the match.

"He had an early break point, but then I was able to keep that service game and give myself a chance to break him and I was able to use it and then just try to keep my own serve," Ruusuvuori said.

"I just tried to hang in there and tried to stay as tough as [I] can."

Wimbledon runner-up Nick Kyrgios defeated 14th seed Tommy Paul 6-3 6-4 in one hour and 25 minutes.

The Australian hit 29-21 winners, with the majority coming from his serve and forehand, sending down 15 aces, winning 84 per cent on his first serve.

Kyrgios, who broke Paul in his opening service game, converted three of four break points for the match, while the American failed to capitalise on any of his four.

Sixth seed Denis Shapovalov was bundled out in the second round by American wildcard J.J. Wolf 6-2 6-7 (5-7) 6-3 in a major upset.

Third seed Taylor Fritz avoided an early exit with a 6-4 6-4 win over Australian Alexei Popyrin in one hour and 11 minutes, while fourth seed Reilly Opelka came from a set down to defeat Denis Kudla 6-7 (6-8) 6-4 6-4 in just over two hours. Opelka sent down 28 aces across the match.

Fifth seed Grigor Dimitrov got past Adrian Mannarino 6-1 3-6 7-5 and ninth seed Holger Rune brushed off Benoit Paire 6-3 6-2.

Francis Tiafoe defeated Christopher Eubanks 6-3 7-6 (7-2), while 13th seed Maxime Cressy fought back from an early deficit to get past Jack Sock 4-6 6-4 6-0 to set up a third-round clash with top seed Andrey Rublev.

There were defeats for 11th seed Alex de Minaur to Yoshihito Nishioka 3-6 7-6 (8-6) 6-2, 12th seed Sebastian Baez against Sebastian Korda 6-1 6-4 and 15th seed Aslan Karatsev against Andy Murray's first-round conqueror Mikael Ymer 6-4 3-6 6-4.

At the Los Cabos Open in Mexico, second seed Felix Auger-Aliassime had no troubles against local Juan Alejandro Hernandez Serrano, winning 6-3 7-5.

American sixth seed Brandon Nakashima also progressed into the quarter-finals with a 6-3 6-3 win over Max Purcell, while Miomir Kecmanovic beat Jordan Thompson 6-4 6-2.

Pablo Carreno Busta saw his title defence at the Hamburg European Open come to an early end as he crashed out on Wednesday, while Andrey Rublev progressed with ease.

Carreno Busta fell to a 6-3 1-6 7-6 (7-5) second-round defeat against Slovakian Alex Molcan, who progressed to a fourth ATP Tour quarter-final this season.

World number 48 Molcan will next meet Borna Coric after the Croatian eased past Tallon Griekspoor 6-3 6-4, registering back-to-back tour-levels wins for the first time in 17 months.

Second seed Rublev coasted through his first-round clash with Ricardas Berankis, triumphing 6-3 6-4 as he improved his record at the ATP 500 clay-court event in Germany to 10-2.

"I am happy with my performance. Ricardas is a really tough player," said world number eight Rublev, who is aiming for his fourth title of the season after success in Marseille, Dubai and Belgrade.

"He hits the ball really hard and plays fast, so I had to bring intensity from the first game. I am really happy with how I was serving today and I hit some great shots from the baseline.

"The game he broke me in the second set he played really well. He returned really aggressively and I don’t think I made one first serve. But then I kept [my] focus and broke him straight away again."

Alejandro Davidovich Fokina was another comfortable winner, easing past Jozef Kovalik 6-2 6-2 to set up a quarter-final contest with Lorenzo Musetti, who beat Emil Ruusuvuori 6-4 7-5.

Play was suspended early at the Swiss Open due to bad weather, with Spaniard Jaume Munar downing Alexander Ritschard 6-3 6-3 in the only match of the day to reach the last eight.

That meant top seed Casper Ruud will have to wait until Thursday to face Jiri Lehecka in Gstaad, with third favourite Roberto Bautista Agut also seeing his match with Juan Pablo Varillas pushed back a day.