1,4-DIOXINS FROM METHYL PHENYLCHLOROPYRUVATE. COMPETITION OF THE DARZENS, FAVORSKII, AND GABRIEL REACTIONS

В. А. Мамедов, С. Цубой, Л. В. Мустакимова, Х. Хамамото, А. Т. Губайдуллин, И. А. Литвинов, Я. А. Левин

Abstract


The reaction of methyl phenylchloropyruvate with potassium phthalimide and sodium imidazolide leads to isomeric 2,5-dimethoxycarbonyl-3.6-diphenyl- and 2,6-dimethoxycarbonyl-3,5-diphenyl-1,4-dioxyns.

Authors: V. A. Mamedov, S. Tsuboi, L. V. Mustakimova, H. Hamamoto, A. T. Gubaidullin, I. A. Litvinov, and Ya. A. Levin.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (8), pp 911-922

http://link.springer.com/article/10.1007/BF02256975


Keywords


2,3-dihydro-l,4-dioxins; 1,4-dioxins; methyl phenylchloropyruvate; Darzens reaction; Favorskii reaction; Gabriel reaction; addition-elimination reaction; CH-pi interaction; pi,pi-interaction; intramolecular short contacts; intermolecular short contacts

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