SO 2 F 2 -Promoted Dehydration of Aldoximes: A Rapid and Simple Access to Nitriles

被引:19
作者
Zhao, Yiyong [1 ]
Mei, Guangyao [2 ]
Wang, Haibo [2 ]
Zhang, Guofu [1 ]
Ding, Chengrong [1 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310014, Zhejiang, Peoples R China
[2] Zhejiang Hongyuan Pharmaceut Co Ltd, Linhai 317016, Peoples R China
基金
中国国家自然科学基金;
关键词
SO; (2); F; aldoxime; nitrile; dehydration; CH; (3); CN; aqueous methanol; SUFEX CLICK CHEMISTRY; ONE-POT SYNTHESIS; CATALYZED CYANATION; CONVERSION; EFFICIENT; AMIDES; PHENOLS; CARBON; MILD; ALDEHYDES;
D O I
10.1055/s-0037-1611840
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A rapid, simple and mild process for the dehydration of aldoximes to give the corresponding nitriles, which utilizes SO2F2 as an efficient reagent, has been developed. A variety of (hetero) arene, alkene, alkyne and aliphatic aldoximes proceeded with high efficiency to afford nitriles in excellent to quantitative yields with great functional group compatibilities in acetonitrile under ambient conditions. Furthermore, an eco-friendly synthetic protocol to access nitriles from aldehydes with ortho-, meta-and para-nitrile groups was also described in aqueous methanol by using inorganic base Na2CO3, and a one-pot synthetic strategy to generate nitriles from aldehydes was proved to be feasible.
引用
收藏
页码:1484 / 1488
页数:5
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