Novak Djokovic is through to the last four at Wimbledon after his quarter-final opponent Alex De Minaur was forced to withdraw from the tournament ahead of their match on Wednesday with a hip injury.

Seven-time Wimbledon winner Djokovic had been due to face ninth seed De Minaur on Centre Court.

But the Australian will be unable to play, meaning second seed Djokovic progresses to the semi-finals where he will take on either Lorenzo Musetti or Taylor Fritz.

Daniil Medvedev and defending champion Carlos Alcaraz will contest the other semi on Friday.

De Minaur had beaten Arthur Fils in four sets to book his last-eight clash with Djokovic, producing a strong tournament after also reaching the quarters at the French Open.

But that Fils win also saw him sustain an injury problem which the 25-year-old has been unable to recover from in time.

"Obviously not an announcement I wanted to make by any means," read a statement from De Minaur.

"I am devastated to pull out due to a hip injury, a little tear of the fibre cartilage that kind of is at the end of or connects to the adductor.

"I felt a loud crack during the last three points of my match against Fils and got a scan [on Tuesday] and it confirmed that this was the injury and with a high risk of making it worse if I was to step on court."

The development means the match between Musetti and Fritz on Court One is the only men's singles contest that will take place on Wednesday.

Taylor Fritz fought from behind to win a five-set thriller against Alexander Zverev on Centre Court, reaching the Wimbledon quarter-finals for the second time.

Fritz, who previously made the last eight in 2022, was on the brink of defeat as a typical big-serving display from Zverev saw him take the first two sets.  

However, the match turned on a fourth-set tie-break dominated by the American, Zverev losing his way as he missed out on a first quarter-final appearance at SW19, losing 4-6 6-7 (4-7) 6-4 7-6 (7-3) 6-3.

The Centre Court crowd had to remain patient for a break in the opening set with both players excellent with ball in hand, Zverev winning 83% of his first-serve points to Fritz's 81%. A powerful backhand ensured it was Zverev who got the breakthrough nine games in.

Neither player could force a break point in a slog of a second set, which Zverev took in a tie-break, roaring to the crowd as Fritz sliced a backhand wide on set point. 

But Fritz refused to go away, drawing Zverev to the net far more regularly and finally breaking the German's serve at the 15th attempt. 

It was a similar story in the fourth as both players served well, but Fritz stepped up in the tie-break, Zverev looking dejected as he fell 6-1 down before slicing a backhand long on set point.  

The momentum was with Fritz from there as he secured a huge break four games into the decider, holding his nerve from there to tee up a meeting with first-time grand slam quarter-finalist Lorenzo Musetti.

Earlier on Monday, Alex de Minaur sealed his place in the last eight – where he will face Holger Rune or Novak Djokovic – with a 6-2 6-4 4-6 6-3 victory over Arthur Fils.

Ninth seed De Minaur squandered a 4-2 lead in the third set but recovered to take the match in four, his flat groundstrokes proving too much for spirited 20-year-old Fils.

The Australian suffered a scare as he appeared to hurt his ankle on match point, but he played down fears over his condition after the match. 

"I will be alright, I will find a way," he said. "I made it a lot harder than I should have but I'm happy to get through."

Data Debrief: Rare upset for Fritz 

Fritz showed great character to hold firm in the face of Zverev's big-serving display before launching a rousing comeback in front of a delighted Centre Court crowd.

He previously held a 1-13 record against top-10 opponents at grand slams, but he has now become the first American to reach the quarter-finals at the Australian Open and Wimbledon in a single year since Andy Roddick in 2009.

Hubert Hurkacz was the highest-profile casualty on day four of the Wimbledon men's singles, with the seventh seed forced to retire injured during his clash with Arthur Fils.

The Pole beat Roger Federer on the way to reaching the semi-finals in 2021, while he was runner-up to new world number one Jannik Sinner in Halle last month.

However, when trailing by two sets to one against his French opponent, Hurkacz sustained a knee injury during the tie-break in the fourth.

Despite valiantly attempting to battle on, he aggravated the problem further soon after when diving for a return, and was subsequently unable to continue with Fils advancing to round three.

There, he will play Alex de Minaur after the ninth seed enjoyed a straight-sets victory over Jaume Munar.

Fourth seed Alexander Zverev also prevailed in three sets as he continued his rich vein of form. The Italian Open champion, who was also runner-up to Carlos Alcaraz at Roland-Garros, was a commanding 6-1 6-2 6-4 winner over Marcos Giron. 

Next up for him is Cameron Norrie after the 2022 semi-finalist ousted compatriot Jack Draper in a battle of the Brits on No.1 Court.

Eastbourne champion Taylor Fritz overcame Arthur Rinderknech in four sets, as did 15th seed Holger Rune against Thiago Seyboth Wild.

Meanwhile, Grigor Dimitrov recovered from two sets down to beat Juncheng Shang in a decider. The 2014 semi-finalist will now play Gael Monfils, who completed a straight-sets victory over fellow veteran Stan Wawrinka.

Although, there was no joy for 11th seed Stefanos Tsitsipas. The two-time major finalist was beaten in four sets by world number 87 Emil Ruusuvuori.

Andrey Rublev suffered a shock early exit at Wimbledon on Tuesday as numerous other seeds progressed through to the second round.

Rublev, a 17-time ATP Tour champion, reached the quarter-finals at this tournament last year but failed to make it past his opener this time after Argentine Francisco Comesana upset the sixth seed.

Comesana triumphed 6-4 5-7 6-2 7-6 (7-5) on No.2 Court, where play was disrupted by heavy downpour, as Rublev became the highest-ranked male player to fall so far at the All England Club.

Unlike Rublev, fourth seed Alexander Zverev coasted past Roberto Carballes Baenai in straight sets on No. 1 Court.

"I want to compete, I want to do well here at Wimbledon. It's the most historic tennis tournament that we have," Zverev said after reaching the second round for the seventh time in eight attempts at this tournament.

"I've struggled over the years here on these beautiful courts, unfortunately, but I feel different this year."

Hubert Hurcakz progressed through his first challenge, though the seventh seed conceded the first set before defeating Radu Albot 5-7 6-4 6-3 6-4, smashing 24 aces in the process.

Alex de Minaur headed into this year's edition as the ninth favourite and his opening performance befitted that status, overcoming fellow Australian James Duckworth 7-6 (7-1) 7-6 (7-3) 7-6 (7-4).

Stefanos Tsitsipas fought off Taro Daniel with a 7-6 (7-5) 6-4 7-5 in just under two-and-a-half hours as the 11th seed aims to go further than his personal-best fourth-round appearances in 2018 and five years later.

It was not so straightforward for British number one Jack Draper, who secured a hard-fought 3-6 6-3 6-3 4-6 6-3 victory over Elias Ymer under the lights on Centre Court.

Draper is in fine form, having won the Stuttgart Open in June and defeating Carlos Alcaraz at the Queen's Club Championship, and will next meet fellow British player Cameron Norrie.

World number 42 Norrie had little trouble in his first-round test, dispatching Facundo Diaz Acosta in straight sets on No.3 Court.

Data Debrief: Comesana on cloud nine as Zverev powers through

Comesana may have expected to compete with Rublev in his first-round encounter, but this was only his second appearance on grass courts of his career at any level, professional or junior.

The world number 122 managed to battle to a hard-fought triumph after a clinical showing, converting four of five break points he earned.

Zverev had no such difficulty in progressing to the second round, powering 18 aces at an event he has never reached the quarter-finals in.

The German is now 12-2 for the year in major action, having reached the semi-finals at the Australian Open and the showpiece at the French Open before defeat to Alcaraz.

Andy Murray celebrated his 1,000th match on the ATP Tour with a battling victory over Alexei Popyrin at the Queen's Club Championships on Tuesday.

The 37-year-old became the fifth active male player to hit quadruple figures for tour-level matches, marking the milestone with a 6-3 3-6 6-3 victory to snap a four-match losing streak.

Murray holds the record for Queen's titles with five and will look to go deep in this tournament once more when he meets Australia's Jordan Thompson in the second round.

The two-time Wimbledon champion acknowledged the struggles of his lengthy career after this first-round triumph, though suggested he did not know about the landmark moment until just before play.

"I didn't realise, but my mum told me before the match that this was my 1000th match on the tour," Murray said in his on-court interview.

"A lot of matches and a lot of wear and tear in the body and it is not easy but I managed to push through."

Novak Djokovic, Rafael Nadal, Fernando Verdasco and Richard Gasquet are the other active men's players to hit the 1,000-match mark.

That longevity has served well for Murray, who won his first match at the tournament in 2005 and holds a 32-9 record at the ATP 500 grass-court event since.

"During the match, it is difficult but great reward at the end for the hard work and effort I put into the match," Murray added.

"I have not got too many wins this year, it has been a difficult season but did well to come through in the end. Held quite a few tight service games and managed to serve it out well."

Alex de Minaur overcame Murray at Queen's last year en route to the final before losing out to Carlos Alcaraz, who also secured the Wimbledon title after.

Yet De Minaur will not have the chance to make the showpiece of the Wimbledon warm-up this time around, after losing out to Lorenzo Musetti.

The Italian swept the second seed aside with a 1-6 6-4 6-2 victory, teeing up a second-round meeting with Brandon Nakashima.

Alex de Minaur overcame Sebastian Korda in straight sets to win the Libema Open title on Sunday, clinching a career-high placing in the ATP rankings in the process.

The Australian needed one hour and 31 minutes on court to defeat Korda 6-2 6-4, meaning he triumphed at 's-Hertogenbosch without dropping a set in any round.

Back-to-back breaks got De Minaur through the opener, and though Korda hit straight back following another break early in the second, De Minaur kept the pressure on and got his reward in the sixth game.

De Minaur forced 14 break points overall while saving four of the six he faced, with Korda producing 26 unforced errors in an erratic performance.

Data Debrief: De Minaur enjoying productive year

After beating Casper Ruud to win the Mexican Open final in February, De Minaur has won multiple ATP crowns in a single year for the third time, also triumphing at Sydney, Atlanta and Zhuha in 2019 and in Antalya and Eastbourne in 2021.

He had already clinched a new career-high ATP ranking of eighth with his semi-final win over Ugo Humbert, but he will now rise to seventh on Monday after lifting the trophy.

Alex de Minaur will face Sebastian Korda in the final of the Libema Open in 's-Hertogenbosch after posting a straight-sets win over Ugo Humbert in the last four.

De Minaur – the top seed for the ATP 250 tournament in the Netherlands – needed one hour and 46 minutes to wrap up a 7-6 (7-4) 6-3 success over the world number 16, having thrown away a 4-0 first-set lead before holding his nerve in a tiebreak.

The second set was cagey as De Minaur did not give up a single break point and converted one of two he forced, some strong serving ensuring he held off his opponent.

He will face Korda in Sunday's final after the American ended Tallon Griekspoor's title defence at the semi-final stage earlier on Saturday, winning 6-2 6-4.

Meanwhile, Jack Draper will face Matteo Berrettini in the final of the BOSS Open in Stuttgart, having beaten Brandon Nakashima 6-3 6-3 in the semi-finals.

Former Wimbledon runner-up Berrettini came through an all-Italian clash with Lorenzo Musetti in just 67 minutes, winning 6-4 6-0.

Data Debrief: New high for De Minaur

De Minaur is into his 17th ATP Tour-level final, having an 8-8 record in his previous 16. It will be his third on grass, after beating Lorenzo Sonego in Eastbourne in 2021 and losing to Carlos Alcaraz at Queen's last year.

The victory also ensured he will rise to eighth in the world rankings – a new career-high position.

Naomi Osaka crashed out of the Libema Open despite fighting to a tie-break in the final set, with Bianca Andreescu progressing to the semi-finals after a 6-4, 3-6, 7-6 (7-3) win.

Osaka's match was interrupted by rain early on with her in the lead, but Andreescu came back out in top form to take the first set.

The Japanese raced through the second though, taking a 5-0 lead before holding off Andreescu's fightback to go into a decider.

Despite an impressive comeback to force a tie-break in the final set, Osaka became sloppy, with her mistakes contributing to the Canadian's path into the semi-final, where she will face Dalma Galfi.

Elsewhere, Alex de Minaur is through to the semi-finals after a comfortable straight-sets victory over Milos Raonic.

Despite a long break due to bad weather, the Australian eased into the next round with a 7-5, 6-2 victory on Friday.

He will face either Ugo Humbert or Gijs Brouwer in the next round.

Data Debrief: Osaka not close enough, De Minaur in cruise control

Despite winning more points (98 compared to 94), and winning more games (16 to 15), Osaka could not hold her nerve in the tie-break to reach the semi-finals.

Competing as the top seed for the first time in his tour-level career, De Minaur felt no pressure as he rallied in the second set to ensure Raonic would not find a way back into the match, winning his last five games in a row on his way to victory. 

Top seed Jessica Pegula bowed out of the Libema Open following a three-set defeat by Aleksandra Krunic in s'Hertogenbosch.

The world number five was ousted 7-6 (7-3) 6-7 (3-7) 6-4 by the 2018 winner of this event, who claimed the fifth top-10 victory of her career and advanced to the quarter-finals.

Now ranked 400th in the world, Krunic recovered from an earlier break in the opening set to force a tie-break, in which she won five straight points to draw first blood.

The Serbian also cancelled out a break before heading into another tie-break, but Pegula reeled off five points on the spin this time to level.

The American was appearing in her first tournament since April, having missed the European clay-court season with a rib injury.

However, she saw two break-point opportunities go begging in the opening game of the deciding set, and Krunic crucially broke in game three before holding out for an impressive victory. 

Later on, Alex de Minaur booked his place in the quarter-finals of the competition after a straight-sets victory over Zizou Bergs. 

The world number nine had to work for his victory over the Belgian, overcoming his opponent 7-5 6-4 to earn his first triumph on a grass court this year. 

Bergs matched his opponent in the opening exchanges, but the Australian would eventually prevail, winning a break-point and following up without dropping a point in the final game. 

De Minaur would again endure a difficult set to confirm the victory as Bergs threatened to level the encounter, but the number one seed again showed his class, finishing the contest in style. 

De Minaur will face either Roberto Bautista Agut or Milos Raonic in the next round.

Data Debrief: Krunic rekindles special memories as de Minaur earns maiden grass win

Krunic will forever have an affinity with s-Hertogenbosch, where she won her only career WTA title six years ago.

And the 31-year-old claimed an impressive scalp here to reach her first WTA quarter-final since 2022 - and first on grass since that 2018 triumph.

De Minaur impressed once again, winning 86 per cent of his first serve points against the Belgian. 

Their meeting in s-Hertogenbosch was the first between the pair, with De Minaur able to overcome his quarter-final defeat to Alexander Zverev at the French Open. 

Alexander Zverev has no interest in recovering fitness as the world number four aims to push to an "absolute limit" at the French Open.

The German overcame Alex de Minaur in straight sets on Court Philippe-Chatrier, progressing to the Roland-Garros semi-finals for a fourth straight year on Wednesday.

Yet that does not tell the whole story as Zverev battled relentlessly to earn his 6-4 7-6 (7-5) 6-4 triumph over the Australian world number 11.

Falling 4-0 and 5-1 down in the second-set tie-break, Zverev seemed to afford De Minaur a route back into the match, only for the fourth seed to come crashing back in a response.

Zverev eventually sealed victory in just under three hours of the quarter-final meeting, and has every intention of pushing himself further for the last-four clash with Casper Ruud.

"Everybody in the press keeps asking me what I do for recovery and the answer is very simple – you don't recover after matches, you recover in the off-season," Zverev said in his on-court interview.

"I have the mindset you have to work harder than everyone else to be the best player. I like to work to my absolute limit. If I do that then playing five sets all of a sudden is not that difficult.

"I've been doing that over many years and I'm happy to be in another semi-final. Hopefully I can win one."

A fourth semi-final appearance in Paris means Zverev will equal Dominic Thiem for the most of any player born since 1990.

Among players with five main draws in the Open Era, Zverev (80.5 per cent) also holds the best winning percentage at Roland-Garros of any player not to have won the singles title at the event.

Ruud will stand in the way of a major final outing for Zverev, who says his battling identity has been embroiled in his mind from a young age.

"I have a coach who's my father who couldn't care less how I feel on the practice court," he added.

"Since I was three years old, it was run here, run there, run for four hours straight. He sometimes forgets I'm two metres tall and can hit a serve 230 kilometres an hour.

"I wish I would be more aggressive sometimes, but if I'm winning, I'm happy."

Alexander Zverev secured his place in the French Open semi-finals for a fourth straight year after overcoming Alex de Minaur on Wednesday.

The world number four will meet Casper Ruud, who progressed with a bye after Novak Djokovic's injury withdrawal, in the last four after a battling 6-4 7-6 (7-5) 6-4 triumph on Court Philippe-Chatrier.

De Minaur overcame Daniil Medvedev in the previous round to earn his first Roland-Garros quarter-final appearance, though it was one to forget as his serving – and Zverev's grit – proved the 11th seed's undoing.

Both players traded a break apiece during an entertaining opening in the French capital, only for De Minaur's double fault to hand Zverev the 4-3 advantage to hold his serve and take the first set.

The Australian snatched a crucial break midway through the second set, yet Zverev – who was warned with a time violation by the umpire for taking too long over his serve – saved a set point to keep his hopes alive.

That was a sign of things to come, too, as Zverev once again fought from 4-0 and 5-1 down in the tie-breaker, somehow clinching a 2-0 lead in the match from a seeming point of no return.

Having failed to level in that cruel tie-break defeat, De Minaur managed to break Zverev late in the third set but the former responded immediately to secure a hard-fought win in just under three hours.

Data Debrief: Zverev continues on song

Zverev extended to 11 straight wins after this victory, with that run including his sixth ATP Masters 1000 title in Rome two weeks prior to the start of this major.

The German is just the 11th man of the Open Era to reach four consecutive semi-finals at the French Open, where a rested Ruud awaits next.

De Minaur, meanwhile, misses out on the chance to become the first Australian man since Pat Rafter in 1997 to make the last four on Parisian clay.

Alex de Minaur is through to the French Open quarter-finals for the first time after coming from behind to upset Daniil Medvedev on Monday.

Despite losing the first set, De Minaur turned on the style to win 4-6, 6-2, 6-1, 6-3 in two hours and 49 minutes on the court.

Medvedev made a confident start but only just won the first set as the Australian hit the net in the final game to give away the victory.

After that, Medvedev required treatment on his foot, and when he came back out, he had few answers to a dominant De Minaur.

The number 11 seed was resolute in defence and raced through the second and third sets before reeling off four games in a row to take the victory and set up a meeting with Alexander Zverev or Holger Rune in the next round. 

Data Debrief: De Minaur makes strides

De Minaur has reached the quarter-finals of a Grand Slam event for just the second time in his career, and the first time since 2020, when he reached the same stage in the US Open.

He has also become the first Australian to reach the men's singles quarter-finals at Roland Garros since Lleyton Hewitt in 2004, 20 years ago.

Darwin Blanch presented little challenge for Rafael Nadal, who dropped just one game in a convincing 6-1 6-0 triumph at the Madrid Open.

Nadal is feeling his way back to fitness, but 16-year-old qualifier Blanch offered little resistance to the 22-time major champion on Thursday.

Making his farewell appearance at the Madrid Open, where he has won five titles, Nadal needed just 64 minutes to progress to round two.

"I think today I played against an opponent with a great future in front [of him], but today, still making mistakes," said Nadal.

"I just tried to be there, be solid all the time without taking a lot of risks. It worked well. I'm happy to be through and I wish him all the very best for the future."

Nadal's reward is a rematch with Alex de Minaur, who he lost to last week in Barcelona.

Data Debrief

This game saw the largest age gap (21 years, 117 days) between two opponents in the history of ATP Masters 1000 events.

Nadal has now registered 57 wins at the Madrid Open, which is 20 clear of any other player. 

Rafael Nadal’s latest comeback bid came to an end as he was well beaten 7-5 6-1 by fourth seed Alex de Minaur at the Barcelona Open.

The 37-year-old was playing just his second tournament in 15 months after suffering another hip problem at his comeback event in Brisbane in January.

And having intimated that this will be his final year before retirement, Nadal’s defeat was likely to mark his final appearance at a tournament he has won 12 times.

Having overcome Italian Flavio Cobolli in the opening round, Nadal faced a much sterner test against the in-form De Minaur and was sent scampering around the court in a tight opening set which was edged by the Australian.

De Minaur went on to step up a gear, securing a double break over the Spaniard and racing over the line behind a strong service game on which he did not drop a single point in the second set.

Jack Draper made the most of a rain delay to defeat wild card Rudolf Molleker and reach the quarter-finals of the BMW Open in Munich.

German Molleker, ranked 179th, had been the better player in the first set but a brief stoppage ahead of the second set changed the momentum of the contest.

Draper began to assert his powerful game after the resumption and lost only two more games, pulling away to claim a 4-6 6-1 6-1 victory.

In the last eight the British number two, who is ranked 46th, will take on either third seed Taylor Fritz or Spanish qualifier Alejandro Moro Canas.

Speaking in an on-court interview, Draper said: “I think Rudy played an amazing level in the first set. The conditions were very rainy and very slow. In the second and third, the sun comes out and I start feeling better. I’m really proud of the way I played.”

Alex de Minaur has defended his Mexican Open title after defeating Norwegian Casper Ruud in straight sets in Acapulco.

The match took just under two hours as the pair battled in long rallies, with the difference being the Australian’s ability to capitalise on break points, nailing three of four while Ruud converted just one of four.

The 25-year-old took an early lead in the first set at 3-1 and served out the rest of the set, while in the second the pair broke each other before de Minaur had the decisive break in the seventh game.

De Minaur won the same competition last year, beating American Tommy Paul, and further solidified his ranking in the top ten.

He has won 10 straight games in Acapulco and is the first player since David Ferrer in 2012 to win back-to-back titles at the tournament.

He defeated Jack Draper in the semi-final after the Englishman retired ill in the third set.