Palladium-Catalyzed Direct Approch to α-Trifluoromethyl Alcohols by Selective Hydroxylfluorination of gem-Difluoroalkenes

Palladium-Catalyzed Direct Approch to α-Trifluoromethyl Alcohols by Selective Hydroxylfluorination of gem-Difluoroalkenes
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钯催化宝石二氟烯烃选择性羟基氟化直接制备α-三氟甲醇

DOI:
10.1002/ejoc.201800468
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发表时间:
2018
影响因子:
2.8
通讯作者:
Chunhao Yang
Chunhao Yang
中科院分区:
化学3区
文献类型:
--
作者:
Bin Zhang;Xiaofei Zhang;Jian Hao;Chunhao Yang

文献摘要

相似文献

研究了一种钯催化的二氟烯烃选择性羟基氟化反应。通过采用易得的二氟烯烃和NFSI作为氟源,研究了该反应的范围、优点和局限性。该反应是一种高效合成α‐三氟甲基醇的方法,收率很高。此外,该反应可能是通过NFSI将pd0氧化为p二氟化配合物,然后对gem -二氟烯烃进行氟化,生成α -三氟甲基苄- pd中间体。这种策略为其他键的构建提供了更多的可能性,如C-C、C-N和C-S。
A novel palladium‐catalyzed selective hydroxylfluorination ofgem‐difluoroalkenes has been developed. By employing easily obtainablegem‐difluoroalkenes and NFSI as the fluorine source, the scope, advantages, and limitations of this reaction were investigated. The reaction presents an efficient synthesis to afford a series of α‐trifluoromethyl alcohols in good to excellent yields. Furthermore, this reaction probably proceeds via oxidation of Pd0to PdIIfluoride complex by NFSI, followed by fluoropalladation ofgem‐difluoroalkenes to generate an α‐trifluoromethylbenzyl–Pd intermediate. And this strategy offers more possibilities for the construction of other bonds, such as C–C, C–N and C–S.