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

被引：5

作者：

Jiang, Yanxin ^{[1
]}

Li, Chao ^{[1
]}

Tang, Songbai ^{[1
]}

Tao, Shaokun ^{[1
]}

Yuan, Maolin ^{[1
]}

Li, Ruixiang ^{[1
]}

Chen, Hua ^{[1
]}

Fu, Haiyan ^{[1
]}

Zheng, Xueli ^{[1
]}

机构：

[1] Sichuan Univ, Coll Chem, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 21期

基金：

中国国家自然科学基金;

关键词：

RHODIUM-CATALYZED HYDROFORMYLATION; ALPHA-OLEFINATION; REGIOSELECTIVITY; CYANATION; LIGANDS; ALKENES;

D O I：

10.1021/acs.joc.1c01953

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, the synthesis of (Z)-alpha,beta-unsaturated nitriles by a sequential hydroformylation/Knoevenagel reaction has been first developed. A variety of crude alpha-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 stereo-selectivity, very mild reaction conditions, and easy scale-up production.

引用

收藏

页码：15413 / 15422

页数：10

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