TITLE:
Synthesis of Novel Bis-enaminones by KHSO4-assisted Facile Michael Addition-elimination Reaction of 3-(dimethylamino)-1-phenylprop-2-en-1-ones with Diamines in Water
AUTHORS:
Asem Satyapati Devi, Philippe Helissey, Jai Narain Vishwakarma
KEYWORDS:
Enaminone, Bis-enaminone, Formylated Acetophenone, Michael Addition-Elimination, Formylation, Dimethylformamide-dimethylacetal
JOURNAL NAME:
Green and Sustainable Chemistry,
Vol.1 No.2,
April
13,
2011
ABSTRACT: 3-(Dimethylamino)-1-phenylprop-2-en-1-ones (formylated acetophenones) 1 reacted with aliphatic diamines in water assisted by KHSO4 to give bis-enaminones 2a-h in good yields. Compound 1 also reacted with o-phenylenediamine under similar conditions to produce bis-enaminones 3 instead of benzodiazepines 4 in excellent yields.