SYNTHESIS OF 3,4-DIHYDRO-2Н-THIOPYRANS AND THIOPYRANO[3,4-с]CHROMENES HAVING A 1,2,3-TRIAZOLE SUBSTITUENT BY USING THIONYLATION – HETERO-DIELS–ALDER DOMINO REACTION

摘要

We have developed a thionylation – hetero-Diels–Alder domino reaction using α,β-unsaturated ketones with 1,2,3-triazole substituents, namely, 3-[2-(allyloxy)phenyl]-1-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-prop-2-en-1-ones, leading to 3,4-dihydro-2Н-thiopyranes and thiopyrano[3,4-с]chromenones. Variants of intra- and intermolecular cycloaddition were studied, as well the stereo- and regioselectivity of such reactions was assessed.