Arylation of Aldehydes To Directly Form Ketones via Tandem Nickel Catalysis

被引：30

作者：

Lei, Chuanhu ^{[2
,3
]}

Zhu, Daoyong ^{[4
]}

Tangcueco, Vicente I. I. I. Tiu ^{[4
]}

Zhou, Jianrong Steve ^{[1
]}

机构：

[1] Peking Univ, Sch Chem Biol & Biotechnol, State Key Lab Chem Oncogen, Key Lab Chem Genom,Shenzhen Grad Sch, Shenzhen 518055, Peoples R China

[2] Shanghai Univ, Coll Sci, Ctr Supramol Chem & Catalysis, Shanghai 200444, Peoples R China

[3] Shanghai Univ, Coll Sci, Dept Chem, Shanghai 200444, Peoples R China

[4] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, 21 Nanyang Link, Singapore 637371, Singapore

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 15期

关键词：

C-H BOND; ARYLBORONIC ACIDS; COUPLING REACTION; AROMATIC-ALDEHYDES; DIARYL KETONES; ARYL IODIDES; COMPLEXES; TRANSFORMATION; DEOXYGENATION; ALKYLATION;

D O I：

10.1021/acs.orglett.9b01782

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A nickel-catalyzed arylation of both aliphatic and aromatic aldehydes proceeds with air-stable (hetero)arylboronic acids, with an exceptionally wide substrate scope. The neutral condition tolerates acidic hydrogen and sensitive polar groups and also preserves alpha-stereocenters of some chiral aldehydes. Interestingly, this nickel(0) catalysis does not follow common 1,2-insertion of arylmetal species to aldehydes and beta-hydrogen elimination.

引用

页码：5817 / 5822

页数：6

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