Selective exploitation of acetoacetate carbonyl groups using imidazolium based ionic liquids: synthesis of 3-oxo-amides and substituted benzimidazoles
An unprecedented Br?nsted base ionic liquid tuned selective aminolysis of ester carbonyl of acetoacetates is demonstrated to achieve acetoacetamide derivatives. Other imidazolium ionic liquid performs an efficient cyclization catalysis involving acetoacetate-carbonyl groups and o-phenylenediamine at elevated temperature to produce benzimidazoles via C–C bond cleavage of intermediate 1,5-benzodiazepinones under solvent-free conditions.
Chakraborty, Ankita,Majumdar, Swapan,Maiti, Dilip K.
p. 3298 - 3302
(2016/07/11)
Synthesis of 1H-1,5-benzodiazepin-2(3H)-ones from 5(4H)-isoxazolone, a heterocyclic bifunctional C-3 synthon
Unsubstituted and 7- or 8-substituted 4-aryl-1H-1,5-benzodiazepin-2(3H)-ones 3a-t have been synthesized by the condensation of 3-aryl-5(4H)-isoxazolones 1a-e and parent 4-substituted 1,2-benzenediamines 2a-d under acidic conditions.
Rao,Reddy,Veeranagaiah
p. 446 - 448
(2007/10/02)
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