The 28-year-old Spanish international has proven a consistent performer since leaving the Bernabeu for Naples and is now a player Mauricio Pochettino hopes to secure this summer.
The Argentine manager would do well to bring in players to boost his attack with his current crop of forwards, bar Harry Kane, proving woefully ineffective over the past year.
Roberto Soldado, Erik Lamela and Emmanuel Adebayor managed just five Premier League goals between them in 2014/15 and Pochettino had to rely upon good goal tallies from the likes of Nacer Chadli and Christian Eriksen to boost his side’s ultimately unsuccessful push for a top four finish.
Callejon struggled for game time at Real Madrid but has been a regular at the San Paolo, scoring 32 goals in his two seasons in Italy, though Napoli did fail to retain their Champions League spot for 2015/16 and manager Rafa Benitez has since left to take charge at the Spanish giants.
The Daily Star claim Tottenham failed with an £8.2m bid for Callejon and that the Serie A side want around £12m for the versatile player, who can play out on either flank or in a central striking role.
Pochettino has already offloaded a number of his under-performing squad players with the likes of Paulinho, Etienne Capoue, Lewis Holtby, Younes Kaboul and Benjamin Stambouli all leaving for pastures new.
Meanwhile the north London side have moved to strengthen their defence with the captures of Toby Alderweireld, Kevin Wimmer and Kieran Trippier from Atletico Madrid, Koln and Burnley respectively.
Tottenham conceded more goals than any side in the top half of the Premier League in 2014/15, so defensive restructuring was clearly needed.