Oxidative cyclization of 3-cinnamoyltropolones with I2/DMSO/H2SO4 system

✍ Scribed by Wentao Gao; Yang Li; Hong Zhang; Mingqin Chang; Kimiaki Imafuku

• Book ID: 102341071
• Publisher: Journal of Heterocyclic Chemistry
• Year: 2009
• Tongue: English
• Weight: 86 KB
• Volume: 46
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.150

✦ Synopsis

Abstract

magnified image

In this study, a facile and general method synthesizing flavone‐like 2‐aryl‐4,9‐dihydrocyclohepta[b]pyran‐4,9‐diones (2a, 2b, 2c, 2d, 2e, 2f, 2g, 2h, 2i, 2j, 2k, 2l, 2m, 2n, 2o, 2p, 2q, 2r, 2s, 2t, 2u, 2v, 2w, 2x, 2y) from 3‐cinnamoyltropolones (1a, 1b, 1c, 1d, 1e, 1f, 1g, 1h, 1i, 1j, 1k, 1l, 1m, 1n, 1o, 1p, 1q, 1r, 1s, 1t, 1u, 1v, 1w, 1x, 1y) via oxidative cyclization reaction by using I~2~/DMSO/H~2~SO~4~ system is described. The method was found to be successfully applicable to a wide range of 3‐cinnamoyltropolone derivatives and characterized by generality, compatibility, and easy work‐up procedures. J. Heterocyclic Chem., (2009).