Journal of Fluorine Chemistry

Nucleophilic reactions with α-trifluoromethyl imine and N, O-disubstituted aminal: synthesis of β-trifluoromethyl β-anilino esters

Y Gong, K Kato

Index: Gong, Yuefa; Kato, Katsuya Journal of Fluorine Chemistry, 2001 , vol. 111, # 1 p. 77 - 80

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Citation Number: 21

Abstract

The Reformatsky reaction with 4-methoxy-N-(2, 2, 2-trifluoroethylidene) aniline (1) proceeds under mild conditions to yield ethyl 4, 4, 4-trifluoro-3-(N-4-methoxyphenyl) amino-2- alkylbutyrate (5) and 4-trifluoromethyl-3-alkyl-1-(4-methoxyphenyl)-2-azetidinone (6) as the main products. Similarly, the reaction of diethyl malonate with 1 in the presence of sodium hydride affords a high yield of ethyl 4, 4, 4-trifluoro-3-(N-4-methoxyphenyl) amino-2- ...