Tetrahedron

Metalation reactions. XXIV. Metalation of (vinylthio) benzene

…, S Cabiddu, E Cadoni, R Cannas, C Fattuoni, S Melis

Index: Cabiddu, Maria Grazia; Cabiddu, Salvatore; Cadoni, Enzo; Cannas, Rita; Fattuoni, Claudia; Melis, Stefana Tetrahedron, 1998 , vol. 54, # 46 p. 14095 - 14104

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Citation Number: 8

Abstract

The addition of organolithium compounds to (vinylthio) benzene (1) and then an electrophilic quenching followed by a further metalation/electrophilic quenching is a general method to prepare in one pot (alkylthio) benzenes ortho, alpha-substituted with equal or different groups. The direct dimetalation of 1 affords the ortho, alpha-dilithiated species 15 besides other by-products. Starting from 15 it is possible to obtain in one step ortho, alpha- ...