Enantioselective Synthesis of Azoniahelicenes by Rh-Catalyzed C-H Annulation with Alkynes

被引：93

作者：

Wang, Qiang ^{[1
]}

Zhang, Wen-Wen ^{[2
]}

Zheng, Chao ^{[1
]}

Gu, Qing ^{[1
]}

You, Shu-Li ^{[1
,2
]}

机构：

[1] Univ Chinese Acad Sci, Chinese Acad Sci, Ctr Excellence Mol Synth, Shanghai Inst Organ Chem,State Key Lab Organometa, Shanghai 200032, Peoples R China

[2] East China Normal Univ, Chang Kung Chuang Inst, Shanghai 200062, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2021年 / 143卷 / 01期

基金：

国家重点研发计划; 中国博士后科学基金;

关键词：

ONE HUNDRED YEARS; NONLINEAR-OPTICAL PROPERTIES; STEREOSELECTIVE SYNTHESES; BOND FUNCTIONALIZATIONS; 2+2+2 CYCLOADDITION; HELICENES; LIGANDS; BINDING; CARBOXYLATE; ACTIVATION;

D O I：

10.1021/jacs.0c11735

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A rhodium(III)-catalyzed enantioselective C-H activation/annulation process is disclosed. With a catalyst derived from a chiral CpRh(III) complex and a chiral acid, the direct annulation reactions between 1-aryl isoquinoline derivatives and alkynes take place smoothly to afford a series of chiral azoniahelicenes in excellent yields and enantioselectivity (up to 99% yield and 96% ee). Mechanistic studies suggest that C-H bond cleavage may be the turnover-limiting step.

引用

页码：114 / 120

页数：7

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