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Paper | Regular issue | Vol 65, No. 2, 2005, pp.279-286
Published online, 17th December, 2004
DOI: 10.3987/COM-04-10234
Base-induced Generation of Aryl(1,2,3-triazol-1-yl)carbenes from 1-[(N-Phenylsulfonyl)benzohydrazonoyl]-1,2,3-triazoles and Their Ring Enlargement to 3-Aryl-1,2,4-triazines

Yuumo Tanaka,* Shuji Oda, Suketaka Ito, and Akikazu Kakehi

*Department of Environmental Science and Technology, Faculty of Engineering, Shinshu University, 4-17-1 Wakasato, Nagano 380-8553, Japan

Abstract

The Bamford-Stevens reactions of 1-[N-(phenylsulfonyl)benzohydrazonoyl]-1,2,3-triazoleÅ@derivatives, readily available from the 1,3-dipolar cycloadditions ofÅ@N-(phenylsulfonyl)benzohydrazonoyl azides with enamines, were examined and the transformation from aryl(1,2,3-triazol-1-yl)carbene intermediates to the corresponding 3-aryl-1,2,4-triazine derivatives was first observed.