Unusual products from the reactions of anhydrous hydrogen chloride with arylacetylenes

K Griesbaum, R Rao, G Leifker

Index: Griesbaum, Karl; Rao, V. V. Ramana; Leifker, Gregor Journal of Organic Chemistry, 1982 , vol. 47, # 25 p. 4975 - 4981

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Citation Number: 5

Abstract

Liquid-phase reactions of anhydrous hydrogen chloride with p-methyl-, p-methoxy., p-fluoro., and unsubstituted phenylacetylene afforded cyclic trimers, tetramers, and pentamers of the corresponding arylacetylenes. Phenylacetylene gave additionally l-methyl-l-phenyl-3- chloroindene. The reactions proceeded via the corresponding HCl diadducts, Le., via l-aryl- 1, l-dichloroethanes as intermediates.