FORMATION OF 5-OXO-5,6,7,8-TETRAHYDROCHROMENYLIUM AND -THIOCHROMENYLIUM SALTS FROM TRIKETONES OF THE 2-(3-OXOPROPYL)CYCLOHEXANE-1,3-DIONE SERIES

Abstract

We have worked out the optimal conditions for synthesis of 2,4-diaryl-5-oxo-5,6,7,8-tetrahydrochromenylium and -thiochromenylium salts based on triketones of the 2-(1,3-diaryl-3-oxopropyl)cyclohexane-1,3-dione series. For the first time, along with 5-oxo-substituted salts, we have obtained 5-thioxo-5,6,7,8-tetrahydrothiochromenylium salts. A necessary condition for the formation of the latter on treatment with acids and S-nucleophiles is the presence of electron-donor groups on the aryl substituents of the indicated triketones.

Authors: L. I. Markova, N. G. Korobochkina, T. N. Serdyukova, and V. G. Kharchenko.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (9), pp 1032-1038

http://link.springer.com/article/10.1023/A%3A1002725730088