Hu Yuan-Yuan, Xu Xiao-Qiu, Deng Wei-Chao, Liang Ren-Xiao, Jia Yi-Xia
College of Chemical Engineering, State Key Laboratory Breeding Base of Green Chemical Synthesis Technology, Zhejiang University of Technology, Chaowang Road 18#, Hangzhou, 310014, China.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China.
Org Lett. 2023 Aug 25;25(33):6122-6127. doi: 10.1021/acs.orglett.3c02092. Epub 2023 Aug 14.
Herein, we describe a nickel-catalyzed asymmetric dearomative aryl-difluoroallylation reaction of indoles with α-trifluoromethyl alkenes as an electrophilic coupling partner. The reaction proceeds via a cascade sequence involving dearomative Heck cyclization and reductive allylic defluorination. A series of -difluoroallyl substituted indolines are obtained in moderate to good yields (36-77% yield) with excellent enantioselectivity (up to 99% ee). The reaction features broad functional group tolerance, scaled-up synthesis, and late-stage diversification.
在此，我们描述了一种镍催化的吲哚与α-三氟甲基烯烃作为亲电偶联伙伴的不对称去芳构化芳基-二氟烯丙基化反应。该反应通过一个涉及去芳构化Heck环化和还原烯丙基脱氟的串联序列进行。一系列二氟烯丙基取代的二氢吲哚以中等至良好的产率（36-77%产率）和优异的对映选择性（高达99% ee）得到。该反应具有广泛的官能团耐受性、放大合成和后期多样化的特点。
