通过α-（三氟甲基）苯乙烯与末端炔烃的反应合成二氟甲基化烯炔。
Synthesis of difluoromethylated enynes by the reaction of α-(trifluoromethyl)styrenes with terminal alkynes.
机构信息
Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology (ECUST), Shanghai 200237, China.
出版信息
Org Biomol Chem. 2018 Oct 3;16(38):6909-6917. doi: 10.1039/c8ob02117a.
A novel and efficient method for the synthesis of difluoromethylated enynes by the reaction of α-(trifluoromethyl)styrenes with terminal alkynes with the assistance of NaOtBu was described. The mechanism of the reaction might involve the SN2' reaction of α-(trifluoromethyl)styrenes and a subsequent 1,3-H shift. Isomerization (E → Z) of 1-difluoromethyl-1,3-enynes in the presence of ZrCl4 was also developed.
本文描述了一种新颖高效的方法，即在叔丁醇钠的协助下，通过α-（三氟甲基）苯乙烯与末端炔烃的反应合成二氟甲基烯炔。反应的机理可能涉及α-（三氟甲基）苯乙烯的 SN2'反应和随后的 1,3-H 迁移。在 ZrCl4 的存在下，1-二氟甲基-1,3-烯炔也发生了异构化（E→Z）。
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