Polar effects in free-radical reactions. Homolytic heteroaromatic substitutions by alkyl bromides

F Minisci, F Fontana, G Pianese…

Index: Minisci, Francesco; Fontana, Francesca; Pianese, Guiseppe; Yan, Yong Ming Journal of Organic Chemistry, 1993 , vol. 58, # 16 p. 4207 - 4211

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Citation Number: 40

Abstract

Results Tributyltin hydride. BuaSnH reacts in refluxing acetonitrile with alkyl bromides and stoichiometric amounts of azobisisobutyronitrile (AIBN) in the presence of protonated lepidine to give the selective substitution in position 2 (eq 5). The BusSnH solution was dropped in

~88%

~93%

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