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Practical Synthesis of (Z)-α,β-Unsaturated Nitriles via a One-Pot Sequential Hydroformylation/Knoevenagel Reaction

Authors :
Jiang, Yanxin
Li, Chao
Tang, Songbai
Tao, Shaokun
Yuan, Maolin
Li, Ruixiang
Chen, Hua
Fu, Haiyan
Zheng, Xueli
Source :
The Journal of Organic Chemistry; November 2021, Vol. 86 Issue: 21 p15413-15422, 10p
Publication Year :
2021

Abstract

Herein, the synthesis of (Z)-α,β-unsaturated nitriles by a sequential hydroformylation/Knoevenagel reaction has been first developed. A variety of crude α-olefins from Fischer–Tropsch synthesis, internal and special olefins, as well as alkynes could be transformed into value-added alkenyl nitriles (39 examples) up to 90% yield. Remarkably, compared with commonly used tedious multistep reactions, the one-pot protocol features cheap and easily available raw materials, excellent chemo-, regio-, and stereoselectivity, very mild reaction conditions, and easy scale-up production.

Details

Language :
English
ISSN :
00223263
Volume :
86
Issue :
21
Database :
Supplemental Index
Journal :
The Journal of Organic Chemistry
Publication Type :
Periodical
Accession number :
ejs58078191
Full Text :
https://doi.org/10.1021/acs.joc.1c01953