Acetylenecarboxylates synthesis

This volume contains two articles which bring up to date older reviews in the Series. Progress in the chemistry of the 1,3-oxazines since they were covered by Eckstein and Urbanski in Volume 2 (1963) is described by the same authors. Acheson and Elmore review reactions of acetylenecarboxylic esters with nitrogen heterocycles, which have been the subject of much concentrated research in the years since Acheson s article in Volume 1. The review on indolizines (Swinboume, Hunt, and Klinkert) also concentrates on the advances of the last IS years and up-dates reviews published elsewhere. Anastassiou and Kasmai provide a critical account of the V-excessive heteroannulenes, and Fletcher and Siegrist deal authoritatively with the olefin-forming condensations of anils with methyl groups, the Anil Synthesis. ... 

Acetylenecarboxylic esters, reactions with nitrogen-containing heterocycles, 23, 263 Acetylenic derivatives of pyrazoles, synthesis and properties of, 82, 1 Acetylenic esters, synthesis of heterocycles through nucleophilic additions to, 19,297 Acid-catalyzed polymerization of pyrroles and indoles, 2, 287... 

The virtue of the present method is its convenience, especially when pressure equipment is not available. This method is probably generally applicable to the synthesis of acetylenecarboxylic acids from terminal acetylenes. Thus phenylpropiolic acid was prepared from phenylacetylene in 51% yield by the present procedure. 

Acetylenecarboxylic acid Carboxyacetylene EINECS 207-437-8 NSC 16152 Propargylic acid Propiolic acid Propynoic acid 2-Propynoic acid. Used in chemical synthesis, mp 9° bp = 144 (dec), bp50 = 70-75 1.1380 very soluble in H2O, EtOH, Et20,... 

Wittig synthesis via (a-halogeiialkylidene)phosphines a-Halogen-a, -ethylenecarboxylic acids and a,j -acetylenecarboxylic acids from 0X0 compounds... 

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