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Paper | Regular issue | Vol 34, No. 7, 1992, pp.1415-1422
Published online, 1st January, 1970
DOI: 10.3987/COM-92-6040
[8+2]-Type cycloaddition Reactions of N-Aryl-2,4,6-cycloheptatriene-1-imines and 2,4,6-Cycloheptatriene-1-thione with p-Toluenesulfonyl Isocyanate: Formation of 1,3-Diazaazulanones

Kazuaki Ito, Katsuhiro Saito,* Shigeyuki Takeuchi, and Kensuke Takahashi

*Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya 466, Japan

Abstract

Reactions of N-aryl-2,4,6-cycloheptatriene-1-imines and 2,4,6-cycloheptatriene-1-thione with p-toluenesulfonyl isocyanate gave [8+2]-type cycloadducts in good yields. Eliminations of tosyl groups and dehydrogenations of the adducts afforded 1,3-diazaazulanones.