Preparation of 1,2-Oxazetidines from Styrenes and Arylamines via a Peroxide-Mediated [2 + 1 + 1] Cycloaddition Reaction
Weibing Liu* , Cui Chen, Peng Zhou and Hua Tan
*College of Chemical Engineering, Guangdong University of
Petrochemical Technology, 2 Guandu Road, Maoming 525000, P.R. China,
Email: lwb409
gdupt.edu.cn
W. Liu, C. Chen, P. Zhou, H. Tan, Org. Lett., 2017, 19, 5830-5832.
DOI: 10.1021/acs.orglett.7b02796
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Abstract
A [2 + 1 + 1] radical tandem cycloaddition of styrenes, arylamines, and tert-butyl hydroperoxide enables a regioselective synthesis of polysubstituted 1,2-oxazetidines. TBHP was employed in this conversion not only as the oxidant but also as the oxygen source.
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proposed mechanism
Key Words
nitrogen heterocycles, 1,2-oxazetidines, tert-butyl hydroperoxide, multicomponent reactions
ID: J54-Y2017
