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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

Н. Т. Походыло, Р. Д. Савка, Н. Д. Обушак
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Abstract


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.

How to Cite
Pokhodylo, N. T.; Savka, R. D.; Obushak, M. D. Chem. Heterocycl. Compd. 2014, 50, 544. [Khim. Geterotsikl. Soedin. 2014, 593.]

For this article in the English edition see DOI 10.1007/s10593-014-1505-4


Keywords


thiopyran; thiopyrano[3,4-с]chromene; 1,2,3-triazole; domino reaction; hetero-Diels–Alder reaction; thionylation

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