(Co) cyclodimerization of alkynes by aluminum halides. Synthesis of pyridines from aluminum halide. sigma. complexes of cyclobutadienes and nitriles

H Hogeveen, RF Kingma, DM Kok

Index: Hogeveen, H.; Kingma, R. F.; Kok, D. M. Journal of Organic Chemistry, 1982 , vol. 47, # 6 p. 989 - 997

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Citation Number: 17

Abstract

The Lewis acid promoted cyclodimerization of monoalkyl-substituted alkynes and cocyclodimerization of monoalkyl (ary1)-and dialkyl-substituted alkynes are described. It has been found that the corresponding aluminum halide u complexes of the cyclobutadienea react with activated nitriles, eg, ethyl cyanoformate, to yield substituted pyridines. The substitution pattern of the pyridines formed constitutes the basis of the proposed ...