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Reactions of 2-thienylacetic acid with anhydrides of dicarboxylic acids and aromatic aldehydes under the Perkin synthesis conditions

M. Lácová and P. Hrnčiar

Department of Organic Chemistry, Faculty of Natural Sciences, Komenský University, CS-842 15 Bratislava

 

Abstract: Condensations of 2-thienylacetic acid with phthalic and 4-azaphthalic anhydride have been carried out under conditions of the Gabriel modification of the Perkin synthesis. The phthalides and 4-azaphthalides prepared were rearranged to give 1,3-indandione derivatives. Condensations of 2-thienylace­ tic acid with benzaldehyde, 3-chlorobenzaldehyde, 4-chlorobenzaldehyde, 2-thiophenecarbaldehyde, and cinnamaldehyde are also described. The struc­ ture of the products is proved by IR and 1H NMR spectra.

Full paper in Portable Document Format: 391a135.pdf

 

Chemical Papers 39 (1) 135–142 (1985)

Monday, May 20, 2024

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