Synthesis

Convenient synthesis of fluoroalkyl-substituted heterocycles from 1-fluoroalkyl-2-iodoalkenes

HP Guan, XQ Tang, BH Luo, CM Hu

Index: Guan, Hui-Ping; Tang, Xiao-Qing; Luo, Bing-Hao; Hu, Chang-Ming Synthesis, 1997 , # 12 p. 1489 - 1494

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Citation Number: 21

Abstract

Similar cyclocondensation products, 5-trifluoromethyl-NH NaH/1, 4-dioxanel H 'N\ Y isoxazoles 8, were obtained in 80-90% yields when com—3 (R1= H)+ Y_ C”-9'_T-* L—>|\ l/pounds 3 reacted regioselectively with hydroxylamine 'NH2 “7'9%/N hydrochloride (5) in the presence of potassium carbonate R'at reflux (Scheme 1). This regioselectivity was attributed figyf liflh to the fact that such a reaction might proceed through cY; Ni-i2 9 (R1= ...