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Direct Transformation of Aryl 2-Pyridyl Esters to Secondary Benzylic Alcohols by Nickel Relay Catalysis

Authors :
Wu, Xianqing
Li, Xiaobin
Huang, Wenyi
Wang, Yun
Xu, Hui
Cai, Liangzhen
Qu, Jingping
Chen, Yifeng
Source :
Organic Letters; March 2019, Vol. 21 Issue: 7 p2453-2458, 6p
Publication Year :
2019

Abstract

A direct transformation of aryl esters to secondary benzylic alcohols via tandem Ni-catalyzed cross-coupling reactions of aromatic 2-pyridyl esters with alkyl zinc reagents and carbonyl group reduction by Ni–H species is achieved. Preliminary mechanistic studies reveal that the Ni–H species is generated in situvia β-hydride elimination of the Negishi reagents. The reaction is catalyzed by bench-stable nickel salts under mild conditions with wide functional group tolerance.

Details

Language :
English
ISSN :
15237060 and 15237052
Volume :
21
Issue :
7
Database :
Supplemental Index
Journal :
Organic Letters
Publication Type :
Periodical
Accession number :
ejs49551517
Full Text :
https://doi.org/10.1021/acs.orglett.9b00774