Reactions were studied of fused spirodihydrofurans originating from 1,3-cyclohexanedione with hydrogen sufide arising in situ. Depending on a substituent at the atom C 3 of the heterocycle the reaction ended by thionation of the conjugated carbonyl group followed by heterocyclization involving the spirodimedonyl fragment. A quantum-chemical forecasting of the protonation stages of substrates and their thionated analogs was performed applying the semiempirical PM3 procedure. A probable mechanism of investigated transformations of the spirodihydrofurans was suggested.
FEDOTOVA, O. V.; SKURATOVA, M. I.; RESHETOV, P. V.; PANOV, M. A.; Chem. Heterocycl. Compd. (N. Y.) 41 (2005) 12, 1480-1483; Saratov State Univ., Saratov 410071, Russia; Eng.) -H. Toeppel 32-198
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