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

Dongpo SHI , Hongbing JI , Zhong LI

Front. Chem. Sci. Eng. ›› 2009, Vol. 3 ›› Issue (2) : 196 -200.

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Front. Chem. Sci. Eng. ›› 2009, Vol. 3 ›› Issue (2) : 196 -200. DOI: 10.1007/s11705-009-0051-6
RESEARCH ARTICLE
RESEARCH ARTICLE

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

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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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Dongpo SHI, Hongbing JI, Zhong LI. β-Cyclodextrin promoted oxidation of primary amines to nitriles in water. Front. Chem. Sci. Eng., 2009, 3(2): 196-200 DOI:10.1007/s11705-009-0051-6

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