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[3+2] CYCLOADDITION REACTIONS OF 1-SUBSTITUTED 3,3,3-TRIFLUOROPROPENES WITH ISONITRILES – SYNTHESIS OF PYRROLES AND PYRROLINES

Юрий Н. Маркитанов, Вадим М. Тимошенко, Эдуард Б. Русанов, Юрий Г. Шермолович
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Abstract


Cycloaddition reactions of 3,3,3-trifluoropropene derivatives containing an alkoxycarbonyl, sulfonyl, sulfoximine, or sulfamide substituent in position 1 with ethyl isocyanoacetate proceed with the formation of 3-(trifluoromethyl)-2,3-dihydro-1H-pyrroles, whereas their reactions with tosylmethyl isocyanide lead to the formation of 4-(trifluoromethyl)-1H-pyrroles.

Keywords


ethyl isocyanoacetate; pyrrole; pyrrolidine; pyrroline; sulfamide; sulfone; sulfoximine; tosylmethyl isocyanide; trifluoromethyl group; cycloaddition.

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