Hydroxyl Group-Prompted and Iridium(III)-Catalyzed Regioselective C-H Annulation of N-phenoxyacetamides with Propargyl Alcohols

被引:48
作者
Chen, Weijie [1 ,2 ]
Liu, Fu-Xiaomin [1 ,2 ]
Gong, Wanchun [3 ]
Zhou, Zhi [1 ,2 ]
Gao, Hui [1 ,2 ]
Shi, Jingjing [4 ]
Wu, Bo [1 ,2 ]
Yi, Wei [1 ,2 ]
机构
[1] Guangzhou Med Univ, Sch Pharmaceut Sci, Key Lab Mol Target & Clin Pharmacol, Guangzhou 511436, Guangdong, Peoples R China
[2] Guangzhou Med Univ, Affiliated Hosp 5, Guangzhou 511436, Guangdong, Peoples R China
[3] Shanghai Pharmaceut Holding Co Ltd, Cent Res Inst, Shanghai 201203, Peoples R China
[4] Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, VARI SIMM Ctr,Ctr Struct & Funct Drug Targets, Shanghai 201203, Peoples R China
关键词
Iridium(III) catalysts; C-H annulation; N-phenoxyacetamides; tertiary propargyl alcohols; benzofurans; CATALYZED ASYMMETRIC HYDROGENATION; INTERNAL ALKYNES; BOND ACTIVATION; EFFICIENT SYNTHESIS; ROOM-TEMPERATURE; FUNCTIONALIZATION; ALKENES; MILD; ISOQUINOLINES; DERIVATIVES;
D O I
10.1002/adsc.201800322
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient, mild and redox-neutral iridium(III)-catalyzed C-H annulation of N-phenoxyacetamides for the regioselective synthesis of benzofurans has been developed by employing tertiary propargyl alcohols as the versatile coupling partners. The computed results together with the experimental data revealed that the hydroxyl group of tertiary propargyl alcohols acts as the key factor in controlling the regioselectivity and tuning the reactivity.
引用
收藏
页码:2470 / 2475
页数:6
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