Journal of Heterocyclic Chemistry

New conditions for synthesis of (±)??2??monosubstituted and (±)??2, 2??disubstituted 2, 3??dihydro??4 (1H)??quinazolinones from 2??nitro??and 2??aminobenzamide

RA Bunce, B Nammalwar

Index: Bunce, Richard A.; Nammalwar, Baskar Journal of Heterocyclic Chemistry, 2011 , vol. 48, # 5 p. 991 - 997

Full Text: HTML

Citation Number: 29

Abstract

Abstract An efficient synthesis of (±)-2-monosubstituted and (±)-2, 2-disubstituted 2, 3- dihydro-4 (1H)-quinazolinones has been developed using a dissolving metal reduction- condensative cyclization strategy. Treatment of 2-nitrobenzamide and an aldehyde or ketone with iron powder in refluxing acetic acid affords high yields of the title compounds. More complex ring systems are available by incorporating additional reactive functionality ...