Tetrahedron

Metalation reactions. XIV. Regiospecific preparation of polysubstituted benzenes via mono-or di-lithiation reactions of aromatic thioethers

S Cabiddu, C Fattuoni, C Floris, G Gelli, S Melis…

Index: Cabiddu, Salvatore; Fattuoni, Claudia; Floris, Costantino; Gelli, Gioanna; Melis, Stefana; Sotgiu, Francesca Tetrahedron, 1990 , vol. 46, # 3 p. 861 - 884

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Citation Number: 43

Abstract

The preparation of polyfunctionalized aromatic thioethers either by one-step dilithiation or by two successive one-flask monometalation reactions is described. By acting on 1 two equal or different electrophiles one on the thiomethyl group and one in the ortho-position with respect to it are introduced; by acting on 11 and on 35 the substitution involves the thiomethyl carbon atom and that in the ortho-position with respect to the alkoxy group. In ...