Tropylium-promoted Ritter reactions

被引:21
作者
Doan, Son H. [1 ]
Hussein, Mohanad A. [1 ]
Nguyen, Thanh Vinh [1 ]
机构
[1] Univ New South Wales, Sch Chem, Sydney, NSW, Australia
基金
澳大利亚研究理事会;
关键词
GREEN CHEMISTRY; CARBOCATION; ACTIVATION; SALTS;
D O I
10.1039/d1cc02947a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The Ritter reaction used to be one of the most powerful synthetic tools to functionalize alcohols and nitriles, providing valuable N-alkyl amide products. However, this reaction has not been frequently used in modern organic synthesis due to its employment of strongly acidic and harsh reaction conditions, which often lead to complicated side reactions. Herein, we report the development of a new method using salts of the tropylium ion to promote the Ritter reaction. This method works well on a range of alcohol and nitrile substrates, giving the corresponding products in good to excellent yields. This reaction protocol is amenable to microwave and continuous flow reactors, offering an attractive opportunity for further applications in organic synthesis.
引用
收藏
页码:8901 / 8904
页数:4
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