Reaction of substituted sulfenes with N, N??disubstituted α??amino??methyleneketones. II. Synthesis of N, N??disubstituted cis and trans 4??amino??3??chloro??3, 4, 5, 6, 7, 8 …

A Bargagna, P Schenone, G Bignardi…

Index: Bargagna, Alberto; Schenone, Pietro; Bignardi, Gaetano; Longobardi, Mario Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 1549 - 1552

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Abstract

Abstract The polar 1, 4-cycloaddition of chlorosulfene (generated in situ from chloromethanesulfonyl chloride and triethylamine) to N, N-disubstituted (E)-2- aminomethylenecyclohexanones I gave mixtures of N, N-disubstituted cis and trans 4-amino- 3-chloro-3, 4, 5, 6, 7, 8-hexahydro-1, 2-benzoxathiin 2, 2-dioxides III and IV, except for N, N- diphenyl enaminone which did not react. Only compounds IV could be separated from ...