FLUORINATED ACETYLENES, PART 7[1], PREPARATION AND SOME REACTIONS OF 4,4,4-TRIFLUOROBUT-2-YNOIC ACID AND 1-PHENYL-4,4,4-TRIFLUOROBUT-2-YN-1-OL

被引:31
作者
TAJAMMAL, S [1 ]
TIPPING, AE [1 ]
机构
[1] UNIV MANCHESTER,INST SCI & TECHNOL,DEPT CHEM,MANCHESTER M60 1QD,LANCS,ENGLAND
关键词
D O I
10.1016/S0022-1139(00)80446-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Treatment of the salt CF3CCLi with alkyl chloroformates affords the compounds CF3CCCO2R (R Et and CH2Ph) in relatively low yield and with gaseous carbon dioxide yields the acid CF3CCCO2H. Reaction of the acid with diazomethane gives the methyl ester which, with an excess of the reagent, undergoes regiospecific 1,3-dipolar cycloaddition to produce 3-carbomethoxy-4- trifluoromethylpyrazole and hence the 3- and 5-carbomethoxy-1-methyl-4- trifluoromethylpyrazoles. Oxidation of the alcohol CF3CCCH(OH)Ph (active MnO2) affords a 70:23 mixture of 3-benzoyl-2,4-bis(trifluoromethyl)-2-hydroxy-6- phenyl-α-pyran and E-1,3-dibenzoyl-2-trifluoromethylpropene (via the ketone CF3CCCOPh). © 1990.
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页码:45 / 57
页数:13
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