SO₂F₂-Promoted Dehydration of Aldoximes: A Rapid and Simple Access to Nitriles

Yiyong Zhao, Guangyao Mei, Haibo Wang, Guofu Zhang*, Chengrong Ding*

*College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. of China, Email: gfzhangzjut.edu.cn, dingcrzjut.edu.cn

Y. Zhao, G. Mei, H. Wang, G. Zhang, C. Ding, Synlett, 2019, 30, 1484-1488.

DOI: 10.1055/s-0037-1611840

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Abstract

The use of SO₂F₂ as a reagent enables a rapid, simple and mild dehydration of aldoximes to give the corresponding nitriles. A variety of (hetero)arene, alkene, alkyne and aliphatic aldoximes can be converted to nitriles in excellent yields with great functional group compatibilities in acetonitrile under ambient conditions. An eco-friendly protocol with aqueous methanol as solvent is also described.

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Key Words

SO₂F₂, aldoximes, nitriles, dehydration, CH3CN, aqueous methanol

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ID: J72-Y2019