A novel one pot room temperature ionic liquid mediated synthesis of 1,5- benzodiazepine ribofuranosides

A novel one pot ecofriendly synthesis of 7-substituted/7,8-disubstituted-2,2,4-trisubstituted-1-(2',3',5'-tri-O-benzoyl-β- D -ribofuranosyl)-2,3-dihydro-1,5-benzodiazepines have been accomplished stepwise, i.e. reacting o-phenylenediamine and a ketone in the first step followed by addition of β-D-ribofuranose-1-bromo-2,3,5-tribenzoate. The ionic liquids employed are 1,3-di-n-butylimidazolium bromide [BBIM]Br, 1-butyl-3-methylimidazolium bromide [BMIM]Br, 1-butyl-3-methylimidazolium tetrafluoroborate, [BMIM]BF 4 , 1-butyl-3-methylimidazolium hexafluorophosphate [BMIM]PF 6 , and 1-methoxyethyl-3-methylimidazolium mesylate [MOEMIM]Ms. The yields (72-90%) of the targeted compounds are excellent.