Affiliation:
1. State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology
Abstract
A safe and convenient synthetic method to anti-β-(N-arylamino)-α-hydroxynitriles from 3-aryloxirane-2-carbonitriles and anilines was developed under the catalysis of BF3·OEt2 in ethanol. In this method, BF3·OEt2 first reacts with ethanol to produce the true catalyst of super acid H[B(OEt)F3], followed by an acid-catalyzed regio- and diastereospecific ring opening of oxirane-2-carbonitriles with anilines, generating anti-β-(N-arylamino)-α-hydroxynitriles. The method features the advantages of non-metal catalysis, short reaction times, and easy operation, and uses an environmentally friendly solvent.
Funder
National Natural Science Foundation of China
Fundamental Research Funds for the Central Universities
Subject
Organic Chemistry,Catalysis
Cited by
10 articles.
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