Seventh seed Tommy Paul claimed a spot in the Mexican Open final after proving too good for countryman Taylor Fritz in the longest match in Acapulco history on Friday.

Paul edged the third seed 6-3 6-7 (2-7) 7-6 (7-2) in three hours and 29 minutes in their semi-final clash in Acapulco.

World number 23 Paul actually generated a match point late in the second set but spurned his initial chance, then waiting another two hours before winning in the third-set tie-break.

Paul let match point slip at 5-4 in the second set and had to rally back from 3-1 down in the third, but triumphed on his fourth match point.

"I couldn't be happier," Paul said. "The goal for this year was to get the ranking up and get more trophies. I only have one trophy on Tour between singles and doubles.

"You don't get trophies unless your in the final, and hopefully I can play another good match tomorrow and get the winner's trophy."

The 2023 Australian Open semi-finalist will take on Alex de Minaur in Saturday's decider, after he defeated Holger Rune 3-6 7-5 6-2 in two hours and 50 minutes.

In the Chile Open, local Nicolas Jarry progressed into the semi-finals with a 3-6 6-3 6-4 win over German qualifier Yannick Hanfmann. Jarry will face Spaniard Jaume Munar after he won 6-3 3-6 6-2 over Thiago Monteiro.

Third seed Sebastian Baez got past Laslo Djere 7-6 (7-4) 6-4, setting up a semi-final date with Tomas Martin Etcheverry after he won 6-1 6-2 over Dusan Lajovic.

Second seed Casper Ruud suffered a shock three-sets second-round defeat to Japan's Taro Daniel at the Mexican Open in Acapulco on Wednesday.

The 2022 US Open and French Open runner-up had struggled past Guido Andreozzi in the first round and followed up that up with a 7-5 2-6 7-6 (7-5) loss to Daniel.

The Japanese qualifier, ranked 125th in the world, won in just under three hours, winning the final three points of the deciding tie-break after Ruud led 5-4.

Ruud had more winners (38-32) but committed 30 unforced errors compared to Daniel's 12.

Taylor Fritz cruised into the last eight with a 6-4 6-4 win over Canada's Denis Shapovalov, setting up a quarter-final with sixth seed Francis Tiafoe, who eased past Feliciano Lopez 6-2 7-6 (8-6).

Fourth seed Holger Rune was too strong for Nuno Borges 6-0 6-2 inside an hour, while eighth seed Alex De Minaur crushed Jacopo Berrettini in just over an hour 6-1 6-0.

Top seed Lorenzo Musetti was a surprise second-round loser at the Chile Open with Jaume Munar triumphing 6-4 6-4 in one hour and 31 minutes.

Fourth seed Diego Schwartzman also bowed out, going down 6-4 4-6 7-6 (7-2) to local Nicolas Jarry.

Jarry will face Yannick Hanfmann in the quarter-finals, while Munar will take on Thiago Monteiro.

Taylor Fritz was forced to come from behind to claim a three-set victory over John Isner in the opening round of the Mexican Open in Acapulco on Monday.

Fritz was among the seeds to progress, alongside Casper Ruud, Holger Rune, Francis Tiafoe and Tommy Paul.

The third seed lost the opening set in 29 minutes but rallied back to win 3-6 6-3 6-4 in one hour and 49 minutes over the big-serving world number 38 Isner.

Fritz claimed his first break of the match in the 17th game before levelling things up at one set each, before breaking Isner at 4-4 in the third and serving out for victory.

The win means Fritz will take on Canada's Denis Shapovalov in the second round after he beat Miomir Kecmanovic in three sets, with the American looking to go one better after being runner-up in Acapulco in 2020.

Second seed Ruud found himself in an almighty battle with Argentina's Guido Andreozzi and eventually prevailed 6-4 4-6 7-6 (7-2).

World number four Ruud, ranked 338 places above his opponent, was broken in the first game of each set but dug deep to get the job done in a little under three hours. 

Fourth seed Rune got past 2023 Australian Open quarter-finalist Ben Shelton 6-7 (7-9) 6-4 6-2.

Sixth seed Tiafoe overcame Japan's Yoshihito Nishioka 7-6 (8-6) 6-4 while 2023 Australian Open semi-finalist Paul beat Emilio Gomez 6-1 7-6 (7-4).

Defending champion Pedro Martinez was bundled out of the Chile Open in the first round after losing 6-2 6-0 to German qualifier Yannick Hanfmann.

Jaume Munar progressed to set up a second-round clash with top seed Lorenzo Musetti after winning 6-0 6-7 (4-7) 7-6 (7-5) against Alejandro Tabilo.

Defending champion Felix Auger-Aliassime must overcome a dismal record against Daniil Medvedev to go any further at the Rotterdam Open after both won on Thursday to set up a heavyweight quarter-final, while Stefanos Tsitsipas crashed out.

Third seed Auger-Aliassime beat French qualifier Gregoire Barrere 6-4 6-3, while Medvedev earned a 6-2 6-2 victory against Dutchman Botic van de Zandschulp.

Despite being the higher-ranked of the two at present, Canadian Auger-Aliassime has a 0-4 career record against Russian Medvedev.

Those losses include a painful defeat from two sets up in the 2022 Australian Open quarter-finals, and a US Open semi-final knockout blow in the previous season.

It is a record that is all the more surprising considering Auger-Aliassime has wins over Novak Djokovic, Rafael Nadal, Roger Federer, Andy Murray and Carlos Alcaraz to his name.

Auger-Aliassime sits eighth on the ATP ranking list, three places clear of former number one Medvedev, who is relishing their clash on Friday.

Medvedev said on Amazon Prime: "Felix is a top player. He won here last year and played amazing at the end of last season. I'm looking forward to a tough match, and hopefully I can be at my best.

"He's going to take his opportunities. He's going to go for it when he has the chance. So I will need to be at my best and everything has to be better."

Top seed and Australian Open runner-up Tsitsipas was beaten 6-4 6-3 by Jannik Sinner, with last week's Open Sud de France champion winning in an hour and 21 minutes to set up a quarter-final against Stan Wawrinka.

It was Sinner's first career win over a top-three opponent. The Italian held a 0-8 record against such opponents coming into this match.

Fourth seed Holger Rune is also out after retiring hurt while 6-4 4-0 down to Dutch wildcard Gijs Brouwer, who advances to play compatriot Tallon Griekspoor.

Australian Alex de Minaur advanced to the final eight with a 7-5 3-6 6-3 win over American Maxime Cressy, earning a shot at Grigor Dimitrov next.

Andrey Rublev suffered a first-round defeat to Alex de Minaur on a bad day for the big names at the Rotterdam Open.

Second seed Rublev won this event two years ago but there will be no such run this time around after his 6-4 6-4 loss on Wednesday.

De Minaur broke the world number five early in each set and sealed the win at the first time of asking, moving to a 3-0 head-to-head record against Rublev on hard courts.

The Australian will face Maxime Cressy in the next round, who bounced back from his Open Sud de France final defeat by beating Tim van Rijthoven.

Jannik Sinner saw off Cressy in that Montpellier showdown and the Italian carried that form into this tournament, though he needed three sets to overcome Benjamin Bonzi.

Frenchman Bonzi forced a decider but Sinner regained his composure in the final set to prevail 6-2 3-6 6-1 and set up a heavyweight clash with top seed Stefanos Tsitsipas.

There was no such progress for Alexander Zverev, who joined Rublev in suffering an early exit.

The German came unstuck 4-6 6-3 6-4 to home favourite Tallon Griekspoor, whose four wins over top-20 opponents have all come in Rotterdam.

Stan Wawrinka, the champion in 2015 and runner-up four years later, will face the winner of that tie, after he beat Richard Gasquet 6-3 6-3 to reach the quarter-finals.

Holger Rune reached the semi-finals in Montpellier, and like Sinner the fourth seed progressed into round two, claiming a routine straight-sets victory over qualifier Constant Lestienne.

"It was tricky. It's a lot about finding the rhythm here in the beginning of the tournament and first match you have to really be on your toes, especially I played a qualifier today who already has two matches in his bag," Rune said.

"It made it more difficult, but I'm happy how I handled every situation today."

Hubert Hurkacz was another seed to fall out, with the world number 10 going down 7-6 (7-4) 7-6 (7-5) to Grigor Dimitrov.

Maxime Cressy sprang a shock by beating top seed Holger Rune to reach the Open Sud de France final, where Jannik Sinner awaits him.

Paris-born American Cressy won 7-5 6-7 (3-7) 7-6 (7-4) in a little over two and a half hours, countering 10 double faults with 15 aces on his way to victory.

Rune, the Danish 19-year-old who sits ninth in the world rankings, had won his three previous matches against Cressy, including a second-round clash at the Australian Open last month, but he could not extend that dominance at the indoor event in Montpellier.

It means Cressy faces second seed Sinner, a player he lost to at a low-level tournament in Lexington in 2019, their only past meeting.

Sinner beat 18-year-old French wildcard Arthur Fils in Saturday's first semi-final, ending the teenager's eye-catching run with a 7-5 6-2 victory.

Fils had beaten Richard Gasquet and Roberto Bautista Agut on his way to the last four but found world number 17 Sinner was more than his match.

Last year saw Sinner reach just one ATP final, taking a title on clay in Umag, after making it through to five title matches in the 2021 season.

He had his best year at the grand slams, however, reaching quarter-finals at three of the four majors.

Cressy recognises the threat posed by the Italian, saying in an on-court interview: "Jannik Sinner is an incredible player, just like Holger Rune and everyone else in the tournament. I believe you've just got to bring your 'A' game every time and I'm really looking forward to it."

Competing well in France has been pleasing for Cressy, who is set to climb from 51st in the rankings and into the top 40 on Monday.

"I lived and grew up here, and I'm extremely happy," Cressy said.

Open Sud de France top seed Holger Rune stayed on course to make the final in Montpellier after a straight-sets defeat of Gregoire Barrere.

Last year's Paris Masters champion Rune, who is in the hunt for his first title of the season, beat the Frenchman 7-6 (7-2) 7-6 (7-5) and is yet to drop a set in the tournament.

The 19-year-old looks sharp, but so too does Jannik Sinner. Two years Rune's senior, the Italian made light work of his good friend and compatriot Lorenzo Sonego on Friday.

Sinner took just over 90 minutes to triumph 6-4 6-2 and tee up a semi-final with history-making 18-year-old Arthur Fils.

Fils, the world number 163, beat Quentin Halys to become the youngest Frenchman to reach a tour-level semi-final since Richard Gasquet in 2004.

"I have seen him [Fils] play here at this tournament," Sinner said of Fils, as quoted by the ATP Tour's official website.

"He is very strong physically already. He understands the game very well. He started off the year very well, so it is going to be an interesting match for sure."

Sinner will be the favourite despite Fils' hot streak, while Rune will go up against Maxime Cressy in a rematch of their Australian Open second-round match.

Cressy went down 7-5 6-4 6-4 in that meeting in Melbourne last month, though has the chance for revenge after seeing off Borna Coric 7-6 (7-2) 6-4.

Holger Rune made a winning start at Open Sud de France after defeating Marc-Andrea Huesler 7-6 (7-5) 6-2 to reach the quarter-finals in Montpellier.

Appearing as the top seed at an ATP event for the first time, Rune had lost both his previous meetings with Huesler, including last season's Sofia Open.

However, the world number nine made it third time lucky to set up a last-eight clash with Gregoire Barrere, who beat Nikoloz Basilashvili in straight sets.

Meanwhile, third seed Borna Coric is now just one win away from securing a return to the top 20 in the ATP rankings. The world number 23 – and reigning Cincinnati champion –saw off Arthur Rinderknech 6-3 7-5.

Although, there was no joy for Alejandro Davidovich Fokina. The fifth seed was ousted 6-3 6-3 by world number 70 Quentin Halys, who claimed only his second top-50 career win in 20 attempts.

Seventh seed Emil Ruusuvuori was also eliminated in straight sets by Maxime Cressy, but Lorenzo Sonego overcame Filip Krajinovic to book a quarter-final date with Jannik Sinner.

Marc-Andrea Huesler will face top seed Holger Rune in the second round of the Open Sud de France after coming through a battle with teenager Luca Van Assche.

Huesler arrived in Montpellier on a high from victories over German duo Alexander Zverev and Oscar Otte for Switzerland in Davis Cup qualifiers last weekend.

The left-hander saw off 18-year-old Frenchman Van Assche 6-3 3-6 6-3 and will get a chance to improve his perfect record against Rune to 3-0.

Italian Lorenzo Sonego sent eighth seed Benjamin Bonzi packing with a 6-4 6-3 win, while French-born American Maxime Cressy progressed with a 6-3 6-2 defeat of Antoine Bellier.

Arthur Rinderknech and Quentin Halys also advanced on home soil, along with Marton Fucsovics and Filip Krajinovic.

Andrey Rublev suggested he had given up hope at 5-0 down in the deciding tie-break against Holger Rune.

Rublev prevailed 6-3 3-6 6-3 4-6 7-6 (11-9) in a three-and-a-half-hour thriller against the Dane on Monday to progress to the quarter-finals of the Australian Open.

The Russian salvaged two match points to force a tie-break at the end of the fifth set, but found himself staring down the barrel of an exit from the season's first major as Rune cruised into a commanding lead.

Yet Rublev won nine of the next 11 points and, at the third attempt, sealed a remarkable victory when a shot that hit the net cord trickled just over.

"Yes, I was lucky," Rublev said in his post-match press conference.

"I started to think it's over, for sure. Somehow... I was able to start to play with much more focus."

Asked how he maintained his self-belief, Rublev quipped: "I was not believing."

"Beginning of the fifth set, I was completely frozen. Inside I was thinking that I cannot [win]. I cannot move. I cannot hit.

"I was thinking it's over. He's playing much better than me. He deserves to win. He's going for the shots. He's doing something that normally I am supposed to do if I want to win the match.

"I let it go. Somehow the stress that I had, I was able to relieve it. At the end of the match I played much better than during the rest of the match."

During his on-court interview, Rublev said: "I was never able to win matches like this, this is the first time I've won something like this.

"At a very special tournament, to be in a quarter-final, it's something I'll remember all my life. I'm shaking!"

Rublev has qualified for his second Australian Open quarter-final, and his seventh at a grand slam. However, he has lost all of those matches.

The world number six, seeded fifth in Melbourne, has won three successive matches that have gone the distance, a career-first. Now, he will meet nine-time champion Novak Djokovic, who defeated Alex de Minaur in straight sets.

"I don't know," Rublev replied when asked if Djokovic was unbeatable. 

"Novak is very tough player to beat, especially in the slams.

"He has the best experience to win these matches. He's one of the best in history. The only chance I have is if I play my best tennis, just fight for every ball, and that's it. That's the only chance."

Novak Djokovic was beaten in his first match back in Australia but did at least receive a warm reception from the crowd at the Adelaide International.

Djokovic – who saw a three-year visa ban lifted in November – was playing with Vasek Pospisil in the doubles, and the duo lost 4-6 6-3 10-5 to Tomislav Brkic and Gonzalo Escobar on Monday, but the fans in attendance chanted "Novak" as they welcomed him back following his absence from last year's Australian Open.

The Serbian will face Constant Lestienne in the first round of the men's singles, but second seed Felix Auger-Aliassime is already out after he lost to Alexei Popyrin.

Auger-Aliassime struggled throughout as his Australian opponent, ranked 120th in the world, put in a crowd-pleasing performance to go through 6-4 7-6 (7-5).

Another young star, Holger Rune, is also out after the fifth seed was beaten 2-6 6-4 6-4 by Yoshihito Nishioka.

Quentin Halys set up a potential second-round clash with Djokovic after beating Jordan Thompson in straight sets, while Miomir Kecmanovic, Jack Draper, Roman Safiullin and Thanasi Kokkinakis all progressed.

It was also a bad day for seeds at the Maharashtra Open in Pune, with Alex Molcan beaten 6-2 6-4 by Laslo Djere and Jaume Munar losing 6-4 7-5 to Tallon Griekspoor.

Dutchman Griekspoor will now play Marco Cecchinato after the Italian overcame Nikoloz Basilashvili, and Roberto Carballes Baena set up a last-16 clash against top seed Marin Cilic by defeating fellow Spaniard Bernabe Zapata Miralles.

Filip Krajinovic did make it through a tussle with home favourite Sumit Nagal to set up a meeting with Michael Mmoh, while Benjamin Bonzi will face third seed Emil Ruusuvuori after beating Tseng Chun-hsin.

Holger Rune stunned Novak Djokovic to win the Paris Masters title as the teenager confirmed his ascendancy into the tennis elite.

The 19-year-old defeated Djokovic 3-6 6-3 7-5, fending off the six-time champion at the indoor event to earn a place in the top 10 for the first time, becoming the first Danish man to reach such heights.

Rune becomes the first player since the ATP rankings were launched in 1973 to have beaten five top-10 players in the same tournament, other than at the season-ending ATP Finals.

His scalps on the route to his maiden Masters 1000 final included Hubert Hurkacz, Andrey Rublev, Carlos Alcaraz – who retired when trailing in their quarter-final – and Felix Auger-Aliassime.

Now Rune can add last year's Paris champion Djokovic to that list, defeating the 21-time grand slam winner who had described his young opponent as the future of tennis on the eve of the final.

Rune becomes the youngest Paris Masters champion since an 18-year-old Boris Becker triumphed in 1986, and he did it the hard way too, coming from behind after Djokovic made the stronger start.

Djokovic broke Rune's serve in the fourth game to lead 3-1 and take an early grip, soon seeing out the opening set.

Yet Rune charged 3-0 ahead in the second and grew in confidence. There was even a Djokovic-like raised fist after getting the better of his illustrious rival in one thrilling rally

Djokovic roared ahead in the decider, but not intimidated by the occasion, Rune struck back to recover the early break. 

Rune then broke to lead 6-5, as his Serbian opponent became erratic.

Nobody beats Djokovic without a fight though, and the 21-time grand slam winner had six chances to break back in the next game.

Rune survived them all and clinched victory on his second match point when Djokovic, who had been chasing a record-extending 39th ATP 1000 title, netted on the half-volley.

Addressing Rune in an on-court interview, Djokovic said: "You absolutely deserve this victory. What an amazing week you had.

"I'm not happy that you beat me, but on the other hand I'm happy for you because I like your personality, I think you're a very dedicated guy that loves tennis and puts a lot of hours into hard work.

"It's paying off for you, and I'm sure the future is bright for you and your team, so congratulations."

Rune, who is working with Serena Williams' former coach Patrick Mouratoglou, said: "This must be my favourite tournament now, I really enjoyed my time here."

Novak Djokovic lavished Holger Rune with the highest praise before their showdown in the Paris Masters final, declaring: "He kind of reminds me of myself."

Serbian superstar Djokovic scraped past Stefanos Tsitsipas in their semi-final on Saturday, snatching a 6-2 3-6 7-6 (7-4) victory.

Now 19-year-old Danish player Rune awaits the 21-time grand slam winner in Sunday's title match, a clash of generations that is full of promise.

It will be a record 56th Masters 1000 final for Djokovic, and a first for Rune, who will climb to 10th in the world should he win.

Rune is already assured of at least 12th position on the ATP list, a career-high, after knocking out four top-10 players this week: Hubert Hurkacz, Andrey Rublev, Carlos Alcaraz – who retired when trailing in their quarter-final – and Felix Auger-Aliassime, who he beat 6-4 6-2 on Saturday.

In his entire young career before this week, Rune had only beaten four players from the top 10, so this week marks a significant step, no matter how the final goes.

"No doubt that he's the future of the sport, along with Alcaraz and some other guys," Djokovic said. "Hopefully I can suspend his first title Masters 1000 event. We get along really well, good friends off the court.

"Of course on the court, we're competitors. I played him only once, at the last US Open, a good battle, four sets. He has improved a lot, no doubt. He physically is a very fit guy. He's young, so not much to lose. Just swinging through the ball.

"He kind of reminds me of myself, solid backhand and very good defence and just competitive, every point leaving his heart and his legs out there on the court. It's nice to see that. I think he's very good for our sport in general."

Djokovic said it was reassuring to fend off Tsitsipas, who had led by a break in the deciding tie-break.

"It means a lot mentally, emotionally for me, more than anything," said Djokovic. "I need to also make a statement that I'm still there with the young guys, that I'm able to compete with them and win such tight matches."

Six-time champion Djokovic has now reached an eighth final at this tournament, getting to the title match three times more than anyone else, with Boris Becker next on the list with five appearances.

Novak Djokovic overcame Stefanos Tsitsipas in a dramatic final-set tie-break to reach the Paris Masters final on Saturday, teeing up a meeting with Holger Rune. 

Djokovic's 12-match winning run looked likely to be halted when Tsitsipas found a mini-break in the decider, with the Greek having fought his way into contention after losing the opening set.

However, the 21-time grand slam champion stepped up when it mattered, winning the final four points of the match to seal a 6-2 3-6 7-6 (7-4) victory.

The Serbian, who will now take part in his record 56th Masters 1000 final on Sunday, opted to praise Tsitsipas for his role in a thrilling encounter following the win. 

"It's very sweet, obviously, when you win matches like this against one of the best players in the world," Djokovic said.

"I thought I started the match very well, again, great hitting, like yesterday in the quarters. I had chances early on in the second, I didn't break his serve. The momentum shifted, the crowd got into it. I think he elevated his level of tennis.

"We went into an even battle all the way until the last point, until the last shot. Some incredible points towards the end. I'm just really glad to overcome this challenge."

In Saturday's other match, Rune clinched his first Masters 1000 final appearance by posting a straight-sets victory over Felix Auger-Aliassime.

The in-form Dane seized control of the contest after breaking in the third game of the opener, and did not give up a single break point en route to a comprehensive 6-4 6-2 win.

In doing so, Rune exacted revenge for last week's defeat to Auger-Aliassime in the Swiss Indoors final in Basel, halting the Canadian's 16-match winning run.

Rune has now won eight career matches against top-10 opponents, and half of those victories (four) have come during his strong run in Paris this week.

Carlos Alcaraz will miss the ATP Finals and the Davis Cup Finals after his season was cut short by an abdominal injury.

The world number one suffered an internal oblique muscle tear during a Paris Masters quarter-final against Holger Rune on Friday.

Alcaraz retired early in a second-set tie-break after losing the opening set 6-3 in the French capital.

The US Open champion on Saturday revealed it will take him six weeks to recover from the injury, so Taylor Fritz will take his place in the ATP Finals in Turin next week.

Teenager Alcaraz will also be unavailable for Spain's bid to win the Davis Cup on home soil, with the prestigious event getting under way on November 22 in Malaga.

He posted on Instagram: "After my withdrawal yesterday and having been evaluated by my medical team, Dr Juanjo Lopez and Juanjo Moreno, unfortunately this is the result of my injury: an internal oblique muscle tear in the left abdominal wall with an estimated recovery time of six weeks.

"Unfortunately I won't make the ATP Finals or the Davis Cup Finals. It is tough and painful for me to miss these two events, which are so important to me, but all I can do is be positive and focus on my recovery. Thank you for the support!"

The 19-year-old became the youngest player to top the ATP rankings after winning his maiden major title at Flushing Meadows in September and ends a magnificent season with a record of 57 wins and 13 defeats.

He has won five ATP Tour titles in 2022, with Masters 1000 triumphs in Miami and Madrid along with his finest hour in New York.