A remarkable effect of bases on the catalytic radical addition of cyanoacetates to alkenes using a Mn (II)/Co (II)/O2 redox system

T Kagayama, T Fuke, S Sakaguchi, Y Ishii

Index: Kagayama, Takashi; Fuke, Takahiro; Sakaguchi, Satoshi; Ishii, Yasutaka Bulletin of the Chemical Society of Japan, 2005 , vol. 78, # 9 p. 1673 - 1676

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Citation Number: 10

Abstract

A remarkable addition effect of bases, like AcOK, was observed in the radical addition of cyanoacetates to alkenes catalyzed by a Mn (II)/Co (II)/O 2 redox system. Thus, a carbon radical from ethyl cyanoacetate could be catalytically generated by adding AcOK to the Mn (II)/Co (II)/O 2 redox system, even at room temperature, and the resulting carbon radical readily added to 1-octene to give an adduct, ethyl 2-cyanodecanoate, in good yield, while ...