First examples of intramolecular addition of primary amidyl radicals to olefins

P Gaudreault, C Drouin…

Index: Gaudreault, Philippe; Drouin, Christian; Lessard, Jean Canadian Journal of Chemistry, 2005 , vol. 83, # 6-7 p. 543 - 545

Full Text: HTML

Citation Number: 16

Abstract

The first examples of intramolecular addition of primary amidyl radicals to olefins are described. Amidyl radicals were generated from N-(phenylthio) amides in refluxing benzene using a catalytic amount of 2, 2'-azobis (isobutyronitrile)(5 mol%) and tributyltin hydride (~ 2.2 equiv.). The resulting yields of cyclic products ranged from 63% to 85%. Key words: radical cyclization, amidyl radicals, nitrogen heterocycles.