38352-81-7Relevant articles and documents
Base-induced cyclization of derivatives of bispropargylated acetic acid to m -toluic acid
Ali, Tammar Hussein,Heidelberg, Thorsten,Hussen, Rusnah Syahila Duali
supporting information, p. 1361 - 1364 (2015/06/16)
A base-induced cyclization reaction of 1,1-bispropargyls has been examined. Alkali treatment of 2,2-bispropynyl acetic acid derivatives in aqueous ethanol mostly provided 3-methylbenzoic acid. Investigations on substituent effects indicate the requirement of an electron-withdrawing group causing CH acidity and the center of the dipropargylic structure. Besides, an intramolecular hydrogen transfer causing the rearrangement of one terminal alkyne into a corresponding allene appears to be essential. Despite an unsatisfying conversion yield of below 40%, the reaction is interesting due to the mild cyclization conditions.
The preparation of furan and pyran derivatives form alpha-alkynyl-beta-dicarbonyl compounds. 1. On the furan and pyran series.
SCHULTE,REISCH,MOCK
, p. 627 - 639 (2007/10/08)
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