Reactions of triphenylphosphine and trialkyl phosphite-silver nitrate complexes with positive halogen compounds. Synthesis of. alpha.-nitro nitriles

R Ketari, A Foucaud

Index: Ketari, Rachid; Foucaud, Andre Journal of Organic Chemistry, 1981 , vol. 46, # 22 p. 4498 - 4501

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Citation Number: 16

Abstract

The reaction of a-bromo-a-cyano esters, a-bromo-a-cyano nitriles, and a-bromo-a-cyano imides with tri- phenylphosphine- or trialkyl phosphite-silver nitrate complexes leads to replacement of the positive bromine atom by a nitro group under mild conditions. In the case of the a-bromo-a-cyano esters, a-keto esters are also formed. The thermolysis of a-nitro nitriles gives keto compounds or coupled products via a radical pair. ... The nitration of compounds ...