Copper-Catalyzed Decarboxylative CN Triple Bond Formation: Direct Synthesis of Benzonitriles from Phenylacetic Acids Under O2 Atmosphere

被引:58
作者
Feng, Qiang [1 ]
Song, Qiuling [1 ]
机构
[1] Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Chem Engn, Xiamen 361021, Fujian, Peoples R China
基金
美国国家科学基金会;
关键词
copper; decarboxylation; nitriles; oxygen; phenylacetic acids; CARBOXYLIC-ACIDS; HETEROGENEOUS CATALYST; COUPLING REACTIONS; PRIMARY AMIDES; ARYL BROMIDES; METHYL ARENES; NITRILES; CYANATION; EFFICIENT; TRANSFORMATION;
D O I
10.1002/adsc.201301001
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A copper-catalyzed reaction of phenylacetic acids with urea was found to afford benzonitriles under an oxygen atmosphere. This reaction proceeds smoothly by a sequence of decarboxylation, dioxygen activation, CH bond functionalization, and nitrile formation with urea as the nitrogen source. Molecular oxygen was found to play a crucial role in this transformation. This reaction represents a novel protocol for the formation of benzonitriles in an environmental friendly way and with good functional group tolerability.
引用
收藏
页码:1697 / 1702
页数:6
相关论文
共 39 条
[1]  
[Anonymous], 2003, ANGEW CHEM INT EDIT
[2]  
[Anonymous], 2009, AngewChem121
[3]  
[Anonymous], 2009, ANGEW CHEM INT ED, V48, P9350
[4]  
[Anonymous], 2013, ANGEW CHEM INT ED, V52, P10573
[5]  
[Anonymous], ANGEW CHEM INT ED
[6]  
[Anonymous], 2007, ANGEW CHEM INT ED, V46, P3922
[7]  
[Anonymous], 2009, ANGEW CHEM INT ED, V48, P7094
[8]  
[Anonymous], ANGEW CHEM INT ED
[9]  
[Anonymous], 1989, Comprehensive organic transformations: a guide to functional group preparations
[10]  
[Anonymous], 2009, ANGEW CHEM INT ED, V48, P6286