Metal-free synthesis of nitriles from aldehydes and ammonium by visible-light photocatalysis

被引:7
作者
He, Xu [1 ,2 ]
Zheng, Yi-Wen [1 ,3 ]
Chen, Bin [1 ,2 ]
Feng, Ke [1 ,2 ]
Tung, Chen-Ho [1 ,2 ]
Wu, Li-Zhu [1 ,2 ]
机构
[1] Chinese Acad Sci, Tech Inst Phys & Chem, Key Lab Photochem Convers & Optoelect Mat, New Cornerstone Sci Lab, Beijing 100190, Peoples R China
[2] Univ Chinese Acad Sci, Sch Future Technol, Beijing 100049, Peoples R China
[3] BayRay Innovat Ctr, Shenzhen Bay Lab, Shenzhen 518107, Peoples R China
基金
国家重点研发计划; 中国国家自然科学基金;
关键词
visible-light photocatalysis; aldehydes; nitriles; metal-free; ambient air; OXIDATIVE CONVERSION; ALIPHATIC NITRILES; PRIMARY ALCOHOLS; CATALYST; EFFICIENT; AMIDES; ALDOXIMES; ARYL; DEHYDRATION; HYDRATION;
D O I
10.1007/s11426-023-1748-4
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A green method for synthesis of nitriles from aldehydes and ammonium salts under air is developed under extremely mild conditions, i.e., 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as a photocatalyst, 2,2,6,6-tetrametylpiperidine-1-oxyl (TEMPO) as a cocatalyst, and oxygen (ambient air) as the terminal oxidant, visible light irradiation of substrate solutions, producing the desired nitriles with excellent yields. The reaction involves two distinct transformations, imine formation between an aldehyde and an ammonium salt and photocatalytic oxidation of the formed imine by air to a nitrile.
引用
收藏
页码:2852 / 2857
页数:6
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