Tottenham produced a stunning comeback to beat Ukrainian visitors FC Dnipro and reach the Europa League last 16 on a dramatic night at White Hart Lane.
Trailing 1-0 from the first leg,
Spurs' task became tougher when Dnipro's Roman Zozulya headed in an away goal.
Spurs, needing at least three goals to progress, were handed a lifeline by Christian Eriksen's precise free-kick.
Spurs striker Emmanuel Adebayor, frozen out by previous boss Andre Villas-Boas, has netted 11 goals in 15 matches since he was recalled by Tim Sherwood.
But, after Zozulya was sent off for a headbutt, Emmanuel Adebayor's two close-range finishes saw Spurs advance.
Tottenham will face Portuguese leaders Benfica,
beaten Europa League finalists
against Chelsea last season, in the next stage.
However, with almost an hour gone of the second leg at White Hart Lane, Tim Sherwood's side looked set to become the latest Premier League team to suffer in European competition.
None of their English top-flight rivals won their Champions League last 16 first legs, while
Swansea were eliminated from the Europa League earlier on Thursday.
Spurs appeared on course to continue the negative trend - until their fortunes dramatically changed in a manic second-half spell. Tottenham scored all three goals inside 13 minutes, with Zozulya's moment of madness sandwiched between.
Dnipro's Roman Zozulya was incredulous at the red card shown by referee Antony Gautier
Inexplicably, the Ukraine forward headbutted Spurs defender Jan Vertonghen, after a number of previous confrontations between the pair, as Dnipro defended a home free-kick while leading 2-1 in the tie.
Zozulya was instantly dismissed by referee Antony Gautier in the middle of a furious exchange between both sets of players in the Dnipro penalty area.
Jermain Defoe missed the opportunity to make a farewell appearance for Tottenham against Dnipro because of a hamstring injury.
But the England striker, who joins Canadian MLS side Toronto on Friday, waved a fond farewell to Spurs fans during an emotional half-time appearance at White Hart Lane.
Defoe, 31, is Spurs' fifth all-time leading goalscorer with 143 goals in 363 appearances in two spells.
More importantly, it stoked up the Spurs crowd and swung the momentum in their team's favour.
They instantly took advantage of the numerical advantage as Eriksen whipped in a dangerous cross from the left which allowed Adebayor to poke in.
Four minutes later, the Togo striker put Spurs ahead in the tie for the first time by controlling Zeki Fryers' long ball on his chest and calmly stroking past Dnipro goalkeeper Denys Boyko.
The manner in which Spurs celebrated, with a jubilant Sherwood fist-pumping the air as he raced down the touchline, showed the relief that had been lifted inside White Hart Lane.
All the drama came after a frustrating first half, when Tottenham dominated possession without testing the Dnipro keeper.
Sherwood's side went into the match on the back of two successive defeats following their loss in Ukraine and a disappointing
reverse at Premier League strugglers Norwich
Ahead of kick-off, Sherwood insisted his team were not going to "crawl into a corner and hide" and backed them to start positively.
True to their manager's word, Spurs made a high-tempo start as they attempted to make an early breakthrough, pinning back the visitors in their own half.
But their failure to score early, against a Dnipro side content to play with 10 men behind the ball before breaking at pace on the counter attack, created a tense atmosphere.
Tempers flared between the players after Roman Zozulya clashed with Spurs' Jan Vertonghen
Even after the home team's comeback, the Ukrainians knew that a second away goal would see them progress.
They almost stunned Spurs when Yevhen Konoplyanka, who
was a January transfer target for Liverpool,
forced alert Spurs keeper Hugo Lloris into a crucial injury-time save.
But the hosts held on to deny Dnipro's ex-Spurs boss Juande Ramos on his return to his former club.
- 25 Lloris
- 16 Naughton
- 35 Fryers
- 30 Sandro Booked (Bentaleb - 76' )
- 20 Dawson Booked
- 05 Vertonghen Booked
- 17 Townsend (Lennon - 85' )
- 19 Dembélé
- 09 Soldado (Kane - 88' )
- 10 Adebayor
- 23 Eriksen
- 07 Lennon
- 08 Paulinho
- 21 Chadli
- 24 Friedel
- 37 Kane
- 42 Bentaleb
- 51 Veljkovic
- 71 Boyko
- 44 Fedetskiy (Kulakov - 84' Booked )
- 17 Strinic
- 29 Rotan Booked
- 03 Mazuch
- 14 Cheberyachko
- 99 Nascimento
- 06 Kankava (Seleznyov - 70' )
- 18 Zozulya Dismissed
- 08 de Paula
- 10 Konoplyanka
- 07 Kulakov
- 09 Kalinic
- 11 Seleznyov
- 16 Lastuvka
- 20 Vilela Gama
- 23 Silva Bacelar
- 89 Polytilo