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Paper | Regular issue | Vol 65, No. 11, 2005, pp.2649-2655
Published online, 6th September, 2005
DOI: 10.3987/COM-05-10497
Synthesis of 4,6-Diaryl-4,6,7,8-tetrahydro[1,4]oxazepino[4,3-c]sydnone

Zhanbin Zhang* and Xinfang Duan

*Department of Chemistry, Beijing Normal University, Beijing, 100875, China

Abstract

Seven-membered ring fused sydnones, 4,6-diaryl-4,6,7,8-tetrahydro[1,4]oxazepino[4,3-c]sydnones (2) were prepared via oxa-Pictet-Spengler reaction of 3-(3-phenyl-3-hydroxypropyl)sydnone (1) with aromatic aldehydes in the presence of Lewis acid. The reactions gave two stereoisomers ( cis- and trans-), and the cis- isomers were the major products.