Back to Search Start Over

Arylation of Aldehydes To Directly Form Ketones via Tandem Nickel Catalysis

Authors :
Daoyong Zhu
Vicente Iii Tiu Tangcueco
Chuanhu Lei
Jianrong Steve Zhou
Source :
Organic Letters. 21:5817-5822
Publication Year :
2019
Publisher :
American Chemical Society (ACS), 2019.

Abstract

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 α-stereocenters of some chiral aldehydes. Interestingly, this nickel(0) catalysis does not follow common 1,2-insertion of arylmetal species to aldehydes and β-hydrogen elimination.

Details

ISSN :
15237052 and 15237060
Volume :
21
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....38dd60742affdaa89c82754affcb1ba3
Full Text :
https://doi.org/10.1021/acs.orglett.9b01782