The synthesis of novel 1-hetarylmethylidene-4-sulfanylfuro-[3,4- c ]pyridin-3(1 H )-ones

Elena А. Kaigorodova, Natal’ya А. Makarova,Leonid D. Konyushkin,Gennady D. Krapivin

Chemistry of Heterocyclic Compounds（2022）

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Abstract

1-Hetarylmethylidene-4-sulfanylfuro[3,4- c ]pyridin-3-ones were accessed from 4-thioxo-4,5-dihydrofuro[3,4- c ]pyridin-3(1 H )-one employing a condensation reaction with heteroaromatic aldehydes followed by thioalkylation, but not vice versa. Alkylation of 1-hetarylmethylidene-6-methyl-4-thioxo-4,5-dihydrofuro[3,4- c ]pyridin-3-ones in an alkaline medium proceeded regioselectively at the sulfur atom to form sulfanyl derivatives.

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Key words

1-hetarylmethylidene-6-methyl-4-sulfanyl-1,3-dihydrofuro[3,4-c]pyridin-3-ones,1-hetarylmethylidene-6-methyl-4-thioxo-4,5-dihydrofuro[3,4-c]pyridin-3-one,alkylation

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