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Communication | Regular issue | Vol 22, No. 3, 1984, pp.461-465
Published online, 1st January, 1970
DOI: 10.3987/R-1984-03-0461
The Formation of [3+2] Cycloadducts and Their Conversions: Reactions of N-Cycloheptatrienylideneamine Oxide with Isocyanates and Isothiocyanates

Shoji Kajigaeshi, Shingo Matsuoka, Shuji Kanemasa,* and Michihiko Noguchi

*Faculty of Engineering, Yamaguchi University, 2-16-1 Tokiwadai, Ube, Yamaguchi 755-8611, Japan

Abstract

The spiro [3+2] cycloadducts from N-cycloheptatrienylidenemethylamine oxide with alkyl isocyanates were isolated and characterized. The reaction of N-oxide with isothiocyanates afforded cyclohepta[d]imidazole, cyclohepta[d]thiazole, and/or 2-methylaminotropothione, which were brought through the similar [3+2] cycloadducts.