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Synthesis of 3,4,5-Trisubstituted Isoxazoles by the 1,3-Dipolar Cycloaddition Reaction of α-Azido Acrylates and Aromatic Oximes

Manman Hu, Xinwei He, Zhiqiang Niu, Zhenglei Yan, Fuyin Zhou, Yongjia Shang*

*Anhui Key Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000, P. R. of China, Email: shyjmail.ahnu.edu.cn

M. Hu, X. He, Z. Niu, Z. Yan, F. Zhou, Y. Shang, Synthesis, 2014, 46, 510-514.

DOI: 10.1055/s-0033-1340470 (free Supporting Information)


Abstract

A one-pot, cascade reaction sequence of α-azido acrylates and aromatic oximes  provides an efficient, straightforward and metal-free synthesis of 3,4,5-trisubstituted isoxazoles under mild reaction conditions via a 1,3-dipolar cycloaddition.

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Key Words

1,3-dipolar cycloaddition, α-azido acrylates, aromatic oximes, isoxazoles, one-pot synthesis, NCS


ID: J66-Y2014