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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 (free Supporting Information)


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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.


Key Words

nitriles


ID: J54-Y2015