The Journal of Organic Chemistry

Copper-catalyzed decomposition of some dimethylphosphono-substituted diazoalkanes

D Seyferth, RS Marmor

Index: Marmor,R.S.; Seyferth,D. Journal of Organic Chemistry, 1971 , vol. 36, # 1 p. 128 - 136

Full Text: HTML

Citation Number: 8

Abstract

A number of dimethylphosphono-substituted diazoalkanes having the general formula RC (N2) P (0)(OMe) 2 (R= alkyl, cycloalkyl, and substituted vinyl) have been prepared by the action of aqueous base on the corre-sponding p-toluenesulfonylhydrazone precursor. Copper powder catalyzed the decomposition of these diazo compounds to give a carbenoid which then underwent intramolecular rearrangement, the course of which varied ...