Metal-free defluorinative arylation of trifluoromethyl alkenes via photoredox catalysis.
Metal-free defluorinative arylation of trifluoromethyl alkenes via photoredox catalysis.
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DOI：
10.1039/c9cc04265b
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发表时间：
2019-06
影响因子：
4.9
通讯作者：
Rebecca J. Wiles;J. Phelan;G. Molander
中科院分区：
文献类型：
--
作者：
Rebecca J. Wiles;J. Phelan;G. Molander
获取偕二氟烯烃的文献方法很大程度上限于苛刻的、基于有机金属的方法，并且已知的光氧化还原介导的过程不适合芳基自由基加成至三氟甲基烯烃。描述了一种用于制备苄基偕二氟烯烃的无金属、官能团耐受的方法。从（杂）芳基卤中提取卤素原子产生芳基自由基，该芳基自由基经历α-三氟甲基烯烃的脱氟芳基化，从而耐受电子不同的芳基自由基和α-三氟甲基烯烃。
Literature methods to access gem-difluoroalkenes are largely limited to harsh, organometallic-based methods, and known photoredox-mediated processes are not amenable to aryl radical addition to trifluoromethyl alkenes. A metal-free, functional group-tolerant method for the preparation of benzylic gem-difluoroalkenes is described. Halogen atom abstraction from (hetero)aryl halides generates aryl radicals that undergo a defluorinative arylation of α-trifluoromethyl alkenes, tolerating electronically disparate aryl radicals and α-trifluoromethyl alkenes.