Organic letters

A mild method for the formation and in situ reaction of imidoyl chlorides: Conversion of pyridine-1-oxides to 2-aminopyridine amides

PJ Manley, MT Bilodeau

Index: Manley, Peter J; Bilodeau, Mark T Organic letters, 2002 , vol. 4, # 18 p. 3127 - 3129

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Citation Number: 47

Abstract

A mild, practical, one-pot method for the generation of imidoyl chlorides and their subsequent in situ reaction with pyridine-1-oxides is described. The imidoyl chlorides were formed from the reaction of secondary amides with a stoichiometric amount of oxalyl chloride and 2, 6-lutidine in CH2Cl2 at 0° C. Upon warming of the reaction mixture to room temperature in the presence of pyridine-1-oxides, a rapid conversion to 2-aminopyridine ...

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