European Journal of Organic Chemistry

Silyl??Mediated Halogen/Halogen Displacement in Pyridines and Other Heterocycles

M Schlosser, F Cottet

Index: Schlosser, Manfred; Cottet, Fabrice European Journal of Organic Chemistry, 2002 , # 24 p. 4181 - 4184

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Citation Number: 32

Abstract

Abstract Heating with bromotrimethylsilane converts 2-chloropyridine into 2-bromopyridine and 2-chloro-6-methylpyridine into 2-bromo-6-methylpyridine. Both 2-chloropyridines and 2- bromopyridines give the corresponding iodo compound when treated with in situ generated iodotrimethylsilane. Although 3-and 4-chloropyridine are completely inert, 2, 4- dichloropyridine undergoes the halogen/halogen exchange simultaneously at the 2-and 4 ...