Electrogenerated bases. 5. Electrogenerated superoxide-initiated autoxidation. A convenient electrochemical method for the conversion of secondary nitroalkanes to …

WT Monte, MM Baizer, RD Little

Index: Monte, William T.; Baizer, Manuel M.; Little, R. Daniel Journal of Organic Chemistry, 1983 , vol. 48, # 6 p. 803 - 806

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Citation Number: 50

Abstract

Electrochemically generated superoxide ion was used as a base to deprotonate secondary nitroalkanes whose anions were then oxidized with molecular oxygen, thereby providing a means of converting the secondary nitro group to a ketone. In addition, the radical anion of azobenzene was used as an electrogenerated base to catalyze the Michael condensation of primary nitroalkanes with a variety of acceptors; subsequent exposure of the Michael ...