The Journal of Organic Chemistry

Oxidative decarboxylation of propiolic acids

MJ Cohen, E McNelis

Index: Cohen, Mark J.; McNelis, Edward Journal of Organic Chemistry, 1984 , vol. 49, # 3 p. 515 - 518

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Citation Number: 27

Abstract

The combination of iodine and iodine pentoxide in methanol was used to convert phenylpropiolic acid and 2-hexynoic acid to the corresponding ketal esters of one less carbon. In both cases, iodoacetylenic compounds were shown to be intermediates. In the case of the phenylpropiolic acid, a diiodoalkene was isolated and shown to be a second intermediate.