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1,3-DIPOLAR CYCLOADDITION OF 1-SUBSTITUTED 3,3,3-TRIFLUOROPROPENES TO ETHYL CYANOCARBOXYLATE N-OXIDE

Юрий Н. Маркитанов, Вадим М. Тимошенко, Юрий Г. Шермолович
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Abstract


3,3,3-Trifluoropropene derivatives containing a sulfonyl, sulfoximine, or sulfamide substituent at position 1 were used in 1,3-dipolar cycloaddition reaction with ethyl cyanocarboxylate N-oxide generated by thermal decomposition of ethyl oximinochloroacetate, resulting in the formation of isomeric 4(5)-substituted ethyl 5(4)-(trifluoromethyl)-4,5-dihydroisoxazole-3-carboxylates and ethyl 4-(trifluoromethyl) isoxazole-3-carboxylate.

Keywords


isoxazole; nitrile oxide; sulfamide; sulfone; sulfoximine; cycloaddition; trifluoromethyl group

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