Tetrahedron

Metallation reactions. Part 35: A change of the regiochemistry in the metallation of (alkylthio) arenes

MG Cabiddu, S Cabiddu, E Cadoni, S De Montis…

Index: Cabiddu, Maria G.; Cabiddu, Salvatore; Cadoni, Enzo; De Montis, Stefania; Fattuoni, Claudia; Melis, Stefana Tetrahedron, 2004 , vol. 60, # 17 p. 3915 - 3920

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Citation Number: 2

Abstract

The metallation reaction of bromo (alkylthio) benzenes is described. The results show the complementarity of these reactions with the metal–hydrogen exchange reaction. In fact, monometallation of bromo (methylthio) benzenes afforded products substituted in para or meta or ortho to the thioethereal function while bimetallation led to αS, para, αS, meta and αS, ortho disubstituted products. Analogously, the monometallation of 4-bromo-( ...