Benzylic hydrogen atom abstraction utilizing diethyl bromomalonate as a radical source

…, BS Schatz, KW Krosley, GJ Gleicher

Index: Truksa, Scott V.; Nibler, Alan; Schatz, Bruce S.; Krosley, Kevin W.; Gleicher, Gerald Jay Journal of Organic Chemistry, 1992 , vol. 57, # 10 p. 2967 - 2970

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Citation Number: 4

Abstract

We have recently undertaken studies in which several simple a-bromo esters, derivatives of 2-bromomalonic acid, including diesters, an ester nitrile, and the dinitrile, and diethyl esters of 2-alkyl-2-bromomalonic acids, were reacted with pairs of alkene^.^^'The relative reactivities of the alkenes were influenced by both electronic and steric factors. The latter became especially critical as the size of the attacking radical increased. This is also the ...