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

Xu Zhang, Jingjing Sun, Yuanhua Ding and Lei Yu*

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

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

DOI: 10.1021/acs.orglett.5b03011

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Abstract

PhSe(O)OH is a good pre-catalyst for aldoxime dehydrations in open air. Compared with the previously reported (PhSe)₂-H₂O₂ system, it is more stable and milder and tolerates more functional groups. The presence of air is the key factor to maintain enough concentration of PhSeOH, which should be the real catalytic species.

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

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

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Key Words

nitriles

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ID: J54-Y2015