β-Cyclodextrin promoted oxidation of primary amines to nitriles in water

Abstract

A facile, efficient and substrate-selective oxidation of the primary amines with NaClO as oxidant catalyzed by β-cyclodextrin (β-CD) has been developed in water for the first time, and the behavior of β-cyclodextrin that catalyzed the primary amines to nitriles in water was investigated. It was found that the primary amines which could form host-guest complexes with β-cyclodextrin were oxidized to nitriles with excellent yields at ambient temperature. The results show that β-cyclodextrin worked not only as a solubilizing agent but also as a catalyst in these reactions.

Keywords

substrate-selective / amines oxidation / β-cyclodextrin

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Acknowledgements

The authors thank the National Natural Science Foundation of China (Grant No. 20776053) and the Program for New Century Excellent Talents in University (NCET-06-740) for providing financial support for this project.

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2014 Higher Education Press and Springer-Verlag Berlin Heidelberg