College of Chemistry, Chemical Engineering and Biotechnology, Donghua University , 2999 North Renmin Lu, Shanghai 201620, China.
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science , 345 Lingling Lu, Shanghai 200032, China.
Org Lett. 2017 Jun 16;19(12):3247-3250. doi: 10.1021/acs.orglett.7b01366. Epub 2017 Jun 2.
A copper-catalyzed chemo- and stereoselective oxidative bis-trifluoromethylthiolation of propiolic acid derivatives was achieved by using carboxylic acid as the activating group and formic acid as a cosolvent. The reaction of propiolic acid derivatives and AgSCF in the presence of (NH)SO and catalytic Cu(OAc) in MeCN/HCOH afforded bis-trifluoromethylthiolated acrylic acids in moderate to excellent yields with E selectivity. Further derivatization of the resultant products gave a series of polysubstituted SCF-containing alkenes.
一种铜催化的丙炔酸衍生物的化学和立体选择性氧化双三氟甲基硫醚化反应，通过使用羧酸作为活化基团和甲酸作为共溶剂来实现。在(NH)SO 和催化量的 Cu(OAc)存在下，丙炔酸衍生物与 AgSCF 在 MeCN/HCOH 中的反应以中等至优秀的收率得到 E 选择性的双三氟甲基硫代丙烯酸。进一步对所得产物进行衍生化，得到了一系列多取代的含 SCF 的烯烃。
