1,4-DIOXINS FROM METHYL PHENYLCHLOROPYRUVATE. COMPETITION OF THE DARZENS, FAVORSKII, AND GABRIEL REACTIONS
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
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
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv