An efficient synthesis of oxazolines via a cascade reaction between azaoxyallyl cations and 1,2-benzisoxazoles

Li Sun; Yi Liu; Yankai Wang; Yuanyuan Li; Zhiwen Liu; Tao Lu; Wenhai Li

doi:10.1039/C9OB01366K

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An efficient synthesis of oxazolines via a cascade reaction between azaoxyallyl cations and 1,2-benzisoxazoles†

Li Sun,‡^a Yi Liu,‡^a Yankai Wang,^a Yuanyuan Li,^a Zhiwen Liu,^a Tao Lu^a and Wenhai Li

*^a

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* Corresponding authors

^a State Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, Nanjing, P. R. China
E-mail: liwenghai@cpu.edu.cn

Abstract

A formal [3 + 2] cycloaddition reaction between the C and O terminals of azaoxyallyl cations formed in situ and 1,2-benzisoxazoles has been realized. This one-pot cycloaddition method provided an effective and practical pathway to synthesize oxazoline in good yields under mild conditions. The title products exhibited unique fluorescence properties.

This article is part of the themed collection: Synthetic methodology in OBC

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DOI: https://doi.org/10.1039/C9OB01366K
Article type: Paper
Submitted: 17 Jun 2019
Accepted: 26 Jul 2019
First published: 26 Jul 2019

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Org. Biomol. Chem., 2019,17, 7526-7530

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An efficient synthesis of oxazolines via a cascade reaction between azaoxyallyl cations and 1,2-benzisoxazoles

L. Sun, Y. Liu, Y. Wang, Y. Li, Z. Liu, T. Lu and W. Li, Org. Biomol. Chem., 2019, 17, 7526 DOI: 10.1039/C9OB01366K

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Organic & Biomolecular Chemistry

An efficient synthesis of oxazolines via a cascade reaction between azaoxyallyl cations and 1,2-benzisoxazoles†

Abstract

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An efficient synthesis of oxazolines via a cascade reaction between azaoxyallyl cations and 1,2-benzisoxazoles

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