Tetrahedron

The reaction of (2-alkylidenaminophenyl) sulfides with di-iso-propyl peroxydicarbonate: radical versus non-radical pathway

R Leardini, D Nanni, M Santori, G Zanardi

Index: Leardini; Nanni; Santori; Zanardi Tetrahedron, 1992 , vol. 48, # 19 p. 3961 - 3970

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Citation Number: 21

Abstract

The reaction of 2-methylthio-or 2-phenylthioarylimines with di-iso-propyl peroxydicarbonate (DPDC) is described. The phenylthio-derivatives undergo cyclization to benzothiazoles via a free-radical mechanism, whereas the methylthio-analogs afford arylthiomethyl iso-propyl carbonates, together with benzothiazoles as well; this last result could be accounted for with the intervention of non-radical mechanism operating side by side with the radical one.

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