Journal of fluorine chemistry

Reaction of ethyl 4, 4, 4-trifluoroacetoacetate enolate with 3-bromo-1, 1, 1-trifluoroacetone: synthesis of 2, 4-bis (trifluoromethyl) furan

JO Smith, BK Mandal, R Filler, JW Beery

文献索引：Smith, Jonathan O.; Mandal, Braja K.; Filler, Robert; Beery, James W. Journal of Fluorine Chemistry, 1997 , vol. 81, # 2 p. 123 - 128

全文：HTML全文

被引用次数: 16

摘要

The potassium enolate of ethyl 4, 4, 4-trifluoroacetoacetate 1 reacts with 3-bromo-1, 1, 1- trifluoroacetone 2 in DMSO solution to yield three products. Ethyl 2, 4-bis (trifluoromethyl)-4- hydroxydihydro-3-furoate 3 is generated via C-acylation. The hydrated trifluoromethyl ketone 4 is formed by O-alkylation and 4 reacts further with 2 to give the di-O-alkylated ketone hydrate 5. Compound 3 undergoes dehydration to the furan derivative 6 on reaction with ...