Ni(II)/Zn-mediated chemoselective arylation of aromatic aldehydes: Facile synthesis of diaryl carbinols

Citation
Kk. Majumdar et Ch. Cheng, Ni(II)/Zn-mediated chemoselective arylation of aromatic aldehydes: Facile synthesis of diaryl carbinols, ORG LETT, 2(15), 2000, pp. 2295-2298
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
15
Year of publication
2000
Pages
2295 - 2298
Database
ISI
SICI code
1523-7060(20000727)2:15<2295:NCAOAA>2.0.ZU;2-T
Abstract
[GRAPHICS] Direct arylation of aromatic aldehydes with aryl bromides in the presence o f Ni(II)/Zn was investigated. The choice of ligand in this nickel-catalyzed coupling was critical to the formation of the secondary alcohols. Monodent ate phosphine ligands were ineffective, whereas NiBr2- (dppe)/Zn successful ly catalyzed this reductive coupling reaction. The reaction conditions were mild and diarylcarbinols with a variety of functional groups such as keton e, ester, amide, and nitrile groups were readily prepared.