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

One-pot near-ambient temperature syntheses of aryl(difluoroenol) derivatives from trifluoroethanol.
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DOI:
10.1039/c1ob06372c
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发表时间:
2011-11
影响因子:
3.2
通讯作者:
S. Kyne;J. Percy;Robert D. C. Pullin;Joanna M Redmond;P. G. Wilson
S. Kyne;J. Percy;Robert D. C. Pullin;Joanna M Redmond;P. G. Wilson
中科院分区:
化学3区
文献类型:
--
作者:
S. Kyne;J. Percy;Robert D. C. Pullin;Joanna M Redmond;P. G. Wilson

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在冰浴温度下由1-(2 ′-甲氧基-乙氧基甲氧基)-2,2,2-三氟乙烷和1-(N,N-二乙基氨基甲酰氧基)-2,2,2-三氟乙烷制备的二氟烯基锌试剂在方便的一锅法中与一系列芳基卤化物进行Negishi偶联。虽然烯醇缩醛和氨基甲酸酯试剂之间的显着差异被揭示,根岸协议相比,非常有利的替代偶联程序从三氟乙醇的总产率。
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.