Enantioselective Synthesis of Axially Chiral 1-Arylisoquinolines by Iridium(I)-Catalyzed Hydroarylation of Alkynes

被引：6

作者：

Zhou, Qiansujia ^{[1
,2
]}

Yin, Si-Yong ^{[2
]}

Zheng, Dong-Song ^{[2
]}

Zhang, Wen-Wen ^{[2
]}

Zhang, Su-Zhen ^{[1
,2
]}

Gu, Qing ^{[1
,2
]}

You, Shu-Li ^{[2
]}

机构：

[1] Univ Shanghai Sci & Technol, Coll Sci, Shanghai 200093, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

SYNLETT | 2023年 / 34卷 / 12期

基金：

国家重点研发计划;

关键词：

alkynes; isoquinolines; axial chirality; C-H functionalization; iridium catalysis; asymmetric synthesis; C-H ACTIVATION; CATALYZED HYDROARYLATION; BIARYL COMPOUNDS; ASYMMETRIC-SYNTHESIS; LIGANDS; ALKENYLATION; CYCLOISOMERIZATION; FUNCTIONALIZATION; CONSTRUCTION; P; N-LIGANDS;

D O I：

10.1055/a-2021-9514

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ir(I)-catalyzed atroposelective hydroarylation of alkynes with 1-arylisoquinolines through C-H functionalization was realized. In the presence of 5 mol% of [Ir(cod)Cl]2 and 10 mol% of QUINOX-P, a wide range of axially chiral alkenylated biaryls were obtained in up to 98% yield and 97% ee. Notably, only one equivalent of the alkyne was required to guarantee a high efficiency of this C-H functionalization process. This reaction exhibits excellent functional-group tolerance under mild conditions.

引用

页码：1442 / 1446

页数：5

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