Napoli still have work to do to qualify for the Champions League knockout stages after Union Berlin ended 12 consecutive defeats by securing a 1-1 draw at Diego Armando Maradona Stadium.
Chelsea loanee David Datro Fofana cancelled out Matteo Politano’s earlier strike as Union, bottom of Group C, picked up their first Champions League point.
Serie A champions Napoli, who knew a win would leave them needing one point from their final two games to guarantee a last-16 spot, had two chances to go in front after 15 minutes.
Khvicha Kvaratskhelia did well to beat his marker before playing in Piotr Zielinski who was denied from close range by Union keeper Frederik Ronnow.
Ronnow kept his side in it again when he saved Giacomo Raspadori’s chance moments later.
Napoli, still without injured star striker Victor Osimhen, also came agonisingly close after 23 minutes.
The creative Zielinski produced a wonderful whipped cross with his left foot which found the head of Natan whose header cannoned off the post.
Napoli also had a goal ruled out when VAR deemed Giovanni Di Lorenzo to have put two hands on Jerome Roussillon’s back before his header found Andre-Frank Zambo Anguissa at the back post.
However, Napoli did go ahead in the 39th minute.
Full-back Mario Rui’s powered cross took a heavy deflection off team-mate Politano’s chest.
The goal, Politano’s second Champions League strike, was his sixth in all competitions this season.
The visitors, third bottom in the Bundesliga, came out fast and they snatched an unexpected equaliser in the 52nd minute.
Sheraldo Becker glided past his marker before goalkeeper Alex Meret parried into the path of Fofana who drew the visitors level.
Napoli were made to pay for their lethargic start to the second half and Union threw men forward in numbers to grab a second.
Kvaratskhelia had two chances to score a winner, but he could not beat Ronnow.
Napoli travel to Real Madrid next with Union heading to Braga.
Fiorentina 2-2 Napoli: Kvaratskhelia keeps visitors' slim European hopes alive
Dethroned Italian champions Napoli's hopes of playing European football next season are hanging by a thread after they played out a 2-2 draw at Fiorentina in Serie A on Friday.
Napoli took the lead in the eighth minute through defender Amir Rrahmani, who nodded home a corner by Matteo Politano.
Cristiano Biraghi levelled for Fiorentina in the 40th minute from a free-kick, before M'Bala Nzola put the hosts in front two minutes later when he fired a shot into the bottom corner of the net.
Napoli's Khvicha Kvaratskhelia responded with another stunning free-kick early in the second half to rescue a point for his team.
Eighth-placed Fiorentina, on 54 points and with a game in hand, are five points behind Lazio in seventh.
They can still earn a Europa League spot either by leapfrogging the Rome side or by winning the Europa Conference League final in which they face Greece's Olympiakos on May 29.
Ninth-placed Napoli, on 52 points, still have a slim chance of making the Europa Conference League playoffs.
Data Debrief
Fiorentina left-back Biraghi has now scored six goals from direct free-kicks since the start of 2021-22, which is behind only James Ward-Prowse (seven) - now of West Ham and formerly of Southampton - as the most across Europe's top five leagues in that period.
Kvaratskhelia also levelled via a direct free-kick, making this the first Serie A match in which both teams scored via that route since Fiorentina against Lazio in April 2018 (Jordan Veretout and Luis Alberto in that case).
Southampton 3-1 West Brom (3-1 agg): Saints set up play-off final with Leeds United
Southampton saw off West Brom 3-1 at St Mary's on Friday to set up a Championship play-off final showdown with Leeds United.
Leeds thumped Norwich City 4-0 at Elland Road 24 hours earlier to book their place at Wembley, where Southampton now await on May 26.
The first leg between the Saints and West Brom finished goalless - just like the other semi-final - but the home side's quality told in the end.
Russell Martin's side dominated the first-half possession, with David Brooks going closest to scoring with a shot that hit the outside of the post.
Southampton made the breakthrough via a powerful Will Smallbone finish four minutes into the second half after Gray Diangana lost possession.
Darnell Furlong had a shot helped over by Alex McCarthy, while David Brooks - who assisted the opener - had a strong penalty appeal rejected.
Southampton remained in control, though, and Adam Armstrong scored a second with a shot through Furlong's legs and past Alex Palmer.
Armstrong's second goal arrived from the penalty spot in the 86th minute after Tom Fellows fouled Ryan Manning in the box, rendering Cedric Kipre's late header a mere consolation.
Marc Skinner signs Manchester United Women contract extension
Marc Skinner has signed a one-year contract extension as Manchester United Women head coach with the option of a further 12 months.
The 41-year-old guided United to their first major silverware last weekend with victory over Tottenham in the Women's FA Cup final.
United are fifth in the Women's Super League with one game to go - a massive drop on last term's runners-up finish - but Skinner will stay on.
"It's an honour to extend my stay at Manchester United," Skinner, who was appointed in 2021, told United's official website after the news was confirmed on Friday.
"I've always felt at home here, with our excellent players, staff, and fans.
"Being able to secure the team's first major trophy at Wembley was a real career highlight for me and another sign of our continued growth, on and off the field."
United conclude their campaign on Saturday against Chelsea, who lead Manchester City on goal difference entering the final day.
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