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1,3-Dipolar cycloaddition of 1-substituted 3,3,3-trifluoropropenes to ethyl cyanocarboxylate N-oxide

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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… Click to show full 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: cycloaddition substituted; ethyl cyanocarboxylate; cyanocarboxylate oxide; dipolar cycloaddition; substituted trifluoropropenes

Journal Title: Chemistry of Heterocyclic Compounds
Year Published: 2018

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