Rh(III)-Catalyzed Asymmetric Synthesis of Axially Chiral Biindolyls by Merging C-H Activation and Nucleophilic Cyclization

被引：225

作者：

Tian, Miaomiao ^{[1
]}

Bai, Dachang ^{[1
]}

Zheng, Guangfan ^{[2
]}

Chang, Junbiao ^{[1
]}

Li, Xingwei ^{[1
,2
]}

机构：

[1] Henan Normal Univ, Sch Chem & Chem Engn, Henan Key Lab Organ Funct Mol & Drug Innovat, Xinxiang 453007, Henan, Peoples R China

[2] Shaanxi Normal Univ, Sch Chem & Chem Engn, Xian 710062, Shaanxi, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 24期

关键词：

ENANTIOSELECTIVE SYNTHESIS; ATROPOSELECTIVE SYNTHESIS; NATURAL-PRODUCTS; LIGANDS; RHODIUM; CONSTRUCTION; ATROPISOMERS; CATALYSIS; INDOLES; FUNCTIONALIZATION;

D O I：

10.1021/jacs.9b04711

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantiomeric access to pentatomic biaryls is challenging due to their relatively low rotational barrier. Reported herein is the mild and highly enantioselective synthesis of 2,3'-biindolyls via underexplored integration of C-H activation and alkyne cyclization using a unified chiral Rh(III) catalyst. The reaction proceeded via initial C-H activation followed by alkyne cyclization. A chiral rhodacyclic intermediate has been isolated from stoichiometric C-H activation, which offers direct mechanistic insight.

引用

页码：9527 / 9532

页数：6

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