NUCLEOPHILIC REARRANGEMENT OF FUNCTIONALLY-SUBSTITUTED 2-ETHYLPYRIDINES

Abstract

The nucleophilic rearrangement of 2'-substituted 2-ethylpyridines by the action of methylamine was studied. When the side chain has a nitrile group, the rearrangement is accompanied by intra- and intermolecular ammonolysis, leading to cyclic and linear amides, respectively. When the side-chain has an indole substituent, the rearrangement proceeds through the classical scheme.

Authors: V. I. Terenin and O. A. Maloshitskaya.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (10), pp 1164-1168

http://link.springer.com/article/10.1023/A%3A1002812515033