The Journal of Organic Chemistry

Chemistry of amidyl radicals produced from N-hydroxypyridine-2-thione imidate esters

JL Esker, M Newcomb

Index: Esker, John L.; Newcomb, Martin Journal of Organic Chemistry, 1993 , vol. 58, # 18 p. 4933 - 4940

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Citation Number: 59

Abstract

The title radical precursors were prepared from secondary amides by reaction of the amide with phosgene to give an imidoyl chloride followed by reaction with the sodium salt of N- hydroxypyridine-2-thione. Visible light initiated reactions of these precursors gave amidyl radicals 2 which could react with their precursors to give N-(2-pyridylthio) amides or with t- BUSH to give the parent amide. Radicals 2 containing 6, c-unsaturation on the acyl or ...