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Paper | Regular issue | Vol 87, No. 7, 2013, pp.1493-1505
Published online, 30th May, 2013
DOI: 10.3987/COM-13-12711
Synthesis of Novel 1-Alkyl-1,2-dihydro-2-Imino-4-quinazolinamines by Tandem Reaction of the Three Components

Zhen Guo, Ping Yin, Ling He, and Qing Rong Qi*

*Department of Medicinal Chemistry, Sichuan University, #17 Renmin South Road 3th section, Chengdu 610041, China

Abstract

A novel and efficient synthesis of quinazoline derivatives involving copper-catalyzed Ullmann-type coupling reaction was developed. These reactions were performed under mild conditions without the addition of a ligand. The coupling reaction and the subsequent cyclization reaction in series gave rise to the formation of intermolecular C-N bond and intramolecular C-N bond and synthesized novel N, N'-substituted 2-imino-1, 2-dihydroquinazolin-4-amines in moderate to high yields simultaneously.