One-pot near-ambient temperature syntheses of aryl(difluoroenol) derivatives from trifluoroethanol

被引:9
作者
Kyne, Sara H. [1 ]
Percy, Jonathan M. [1 ]
Pullin, Robert D. C. [2 ]
Redmond, Joanna M. [3 ]
Wilson, Peter G. [1 ]
机构
[1] WestChem Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland
[2] Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England
[3] GlaxoSmithKline Med Res Ctr, Resp CEDD, Stevenage SG1 2NY, Herts, England
基金
英国工程与自然科学研究理事会;
关键词
CROSS-COUPLING REACTIONS; CONTAINING BUILDING-BLOCKS; SELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ALKYLZINC IODIDES; PALLADIUM; EFFICIENT; BOND; ALKENYL; KETONES;
D O I
10.1039/c1ob06372c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Difluoroalkenylzinc reagents prepared from 1-(2 '-methoxy-ethoxymethoxy)-2,2,2-trifluoroethane and 1-(N,N-diethylcarbamoyloxy)-2,2,2-trifluoroethane at ice bath temperatures underwent Negishi coupling with a range of aryl halides in a convenient one pot procedure. While significant differences between the enol acetal and carbamate reagents were revealed, the Negishi protocol compared very favourably with alternative coupling procedures in terms of overall yields from trifluoroethanol.
引用
收藏
页码:8328 / 8339
页数:12
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