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Note | Regular issue | Vol 45, No. 9, 1997, pp.1787-1794
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7835
Aza-azulanones as 4π Electron Components in [4+2] Cycloaddition Reactions with a Cyclic C7H6-System

Satoshi Suzuki, Yoshihiro Fukui, Takaya Tsuchinaga, Hajime Tsunekawa, and Katsuhiro Saito*

*Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya 466-8555, Japan

Abstract

Reactions of a cyclic C7H6-system, a tautomer of 1,2,4,6-cycloheptatetraene and 2,4,6-cycloheptatrienylidene, with N-(p-substituted phenyl)aza-azulanones afforded two types of [4+2] type cycloadducts, where the seven-membered ring moieties of the aza-azulanones played 4 π electrons parts. The reactions were investigated with terms of MO calculations.