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Free Radical Additions, IX. - Free Radical Addition of Bromomalononitrile to Allenes
Bartels, Herbert, M.,Boldt, Peter
, p. 40 - 46 (2007/10/02)
On irradiation, bromomalononitrile (1) reacts with allene (2a) and the alkyl-substituted allenes 2b-h to yield the 1:1 addition compounds 5-8 (70-95percent).The degree of dicyanomethyl radical attack on the sp-C atom raises with the number of alkyl substituents.Regiospecific addition is observed with allene (2a), 3-methyl-1,2-butadiene (2d), and 1,2-cyclononadiene (2f)