Organoselenium-Catalyzed Mild Dehydration of Aldoximes: An Unexpected Practical Method for Organonitrile Synthesis

Lei Yu*, Hongyan Li, Xu Zhang, Jianqing Ye, Jianping Liu, Qing Xu* and Mark Lautens

*School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, Jiangsu 225002, China, Email: yuleiyzu.edu.cn, qing-xuwzu.edu.cn

L. Yu, H. Li, X. Zhang, J. Ye, J. Liu, Q. Xu, M. Lautens, Org. Lett., 2014, 16, 1346-1349.

DOI: 10.1021/ol500075h

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Abstract

Areneselenenic acids (ArSeOH), that are readily generated from diaryl diselenides and H₂O₂ by in situ oxidation, are effective and recycable catalysts for dehydration of aldoximes. The catalysts enable a practical and scalable preparation of useful organonitriles under mild conditions.

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Dehydration of Aldoximes Using PhSe(O)OH as the Pre-Catalyst in Air

X. Zhang, J. Sun, Y. Ding, L. Yu, Org. Lett., 2015, 17, 5840-5842.

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Key Words

nitriles

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ID: J54-Y2014