Reactions of Fused Carbonyl-containing Spirodihydrofurans with Hydrogen Sulfide and Acids |
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Authors: | O. V. Fedotova M. I. Skuratova M. A. Panov S. P. Mushtakova |
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Affiliation: | (1) Chernyshevskii Saratov State University, Saratov, 410012, Russia |
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Abstract: | 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. |
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