

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

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
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv