Cu(I)-Catalyzed Asymmetric Arylation of Pyrroles withDiaryliodonium Salts toward the Synthesis of N-N Atropisomers

被引：58

作者：

Xu, Qi ^{[1
]}

Zhang, Huan ^{[1
]}

Ge, Fang-Bei ^{[1
]}

Wang, Xiao-Mei ^{[1
]}

Zhang, Peng ^{[1
]}

Lu, Chuan-Jun ^{[1
]}

Liu, Ren-Rong ^{[1
]}

机构：

[1] Qingdao Univ, Coll Chem & Chem Engn, Qingdao 266071, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 17期

关键词：

ENANTIOSELECTIVE ALPHA-ARYLATION; ATROPOSELECTIVE SYNTHESIS; DIARYLIODONIUM; CONSTRUCTION; DERIVATIVES; INDOLES; DESYMMETRIZATION; DEAROMATIZATION; DESIGN;

D O I：

10.1021/acs.orglett.2c00812

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report herein that copper(I) catalysis using a bis(phosphine) dioxide ligand can catalyze the desymmetric C-Harylation of prochiral bipyrroles. More than 50 nitrogen-nitrogen atropisomers were achieved in good to excellent yields withexcellent enantioselectivities (<= 97% yield,<= 98% ee). The reaction proceeds under mild conditions with good functional groupcompatibility on arenes and diaryliodonium salts. Moreover, this principle enables iterative arylation of the bipyrroles toenantioselectively arylate different positions during the catalysis of copper

引用

页码：3138 / 3143

页数：6

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