Copper-Catalyzed Benzylic C–H Bond Thiocyanation: Enabling Late-Stage Diversifications  

作　　者：Chao Jiang Pinhong Chen Guosheng Liu 

机构地区：[1]State Key Laboratory of Organometallic Chemistry,Shanghai Hongkong Joint Laboratory in Chemical Synthesis,Center for Excellence in Molecular Synthesis,Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,Shanghai 200032 [2]Chang-Kung Chuang Institute,East China Normal University,Shanghai 200062

出　　处：《CCS Chemistry》2021年第8期1884-1893,共10页中国化学会会刊（英文）

基　　金：support from the National Nature Science Foundation of China(nos.21532009,91956202,21821002,21790330,and 21761142010);the Science and Technology Commission of Shanghai Municipality(nos.19590750400 and 17JC1401200);the strategic Priority Research Program(no.XDB20000000),the Key Research Program of Frontier Science(no.QYZDJSSW-SLH055);the International Partnership Program(no.121731KYSB20190016)of the Chinese Academy of Sciences.P.C.also thanks the Youth Innovation Promotion Association CAS(no.2018292).

摘　　要：The rapid growth of using C–H bond as cross-coupling partners is reshaping the landscape of organic synthesis.C(sp3)–H functionalization via hydrogen atom transfer(HAT)represents the most compelling strategy in this avenue.Here,we demonstrate an efficient method for benzylic C–H bond thiocyanation via copper-catalyzed radical relay.The reaction exhibits broad substrate scope and exquisite benzylic selectivity with C–H substrates as limiting reagents.In addition,the benzyl thiocyanates are readily converted to other pharmaceutically important motifs,including isothiocyanate,thiourea,and others,highlighting the broad utility of this method.

关 键 词：copper catalysis site selectivity C–H thiocyanation lates-stage functionalization radical relay 

分 类 号：O62[理学—有机化学]