Thermal decomposition of tert-butyl ortho-(phenylsulfanyl)-and ortho-(phenylsulfonyl) phenyliminoxyperacetates: The reactivity of thio-substituted iminyl radicals

R Leardini, H McNab, M Minozzi…

Index: Leardini; McNab; Minozzi; Nanni Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 9 p. 1072 - 1078

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Citation Number: 26

Abstract

Some ortho-(phenylsulfanyl)-and ortho-(phenylsulfonyl)-substituted phenyliminyl radicals have been generated by thermal decomposition of suitable tert-butyl iminoxyperacetates. The sulfanyl-substituted iminyls showed no tendency to give either 1, 7-or 1, 6-ring closure onto the S-phenyl ring. They gave instead 1, 5-cyclisation onto the sulfur atom with release of a phenyl radical and formation of benzoisothiazoles. This seems to be the first example ...