Heterocycles by cycloaddition. Part 9. Bridged heteroannulenes by cycloaddition–extrusion–ring-expansion reactions of mesoionic compounds with …

…, Y Arikawa, M Masuzawa, M Hashimoto…

Index: Kato, Hiroshi; Arikawa, Yukihiko; Hashimoto, Masafumi; Masuzawa, Mayumi Journal of the Chemical Society, Chemical Communications, 1983 , # 17 p. 938

Full Text: HTML

Citation Number: 1

Abstract

A methanothiazonine (13) was formed by cycloaddition–extrusion–ring expansion of benzocyclopropene with a mesoionic oxathiazoliumolate (12). The reaction with a dithioliumolate (14) gave the cycloadduct (15), from which a methanothionine (16) and a methanothiecinone (19) were prepared. Attempts at similar reactions with several other mesoionic systems failed to give the cycloadducts, or the cycloadducts did not form the ...