Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition

Wen-Chang Chen; Veerababurao Kavala; Yu-Hsuan Shih; Yu-Hsuan Wang; Chun-Wei Kuo; Tang-Hao Yang; Chia-Yu Huang; Hao-Hsiang Chiu; Ching-Fa Yao

doi:10.3390/molecules200610910

Molecules (Jun 2015)

Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition

Wen-Chang Chen,
Veerababurao Kavala,
Yu-Hsuan Shih,
Yu-Hsuan Wang,
Chun-Wei Kuo,
Tang-Hao Yang,
Chia-Yu Huang,
Hao-Hsiang Chiu,
Ching-Fa Yao

Affiliations

Wen-Chang Chen: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan
Veerababurao Kavala: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan
Yu-Hsuan Shih: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan
Yu-Hsuan Wang: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan
Chun-Wei Kuo: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan
Tang-Hao Yang: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan
Chia-Yu Huang: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan
Hao-Hsiang Chiu: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan
Ching-Fa Yao: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan

DOI: https://doi.org/10.3390/molecules200610910
Journal volume & issue: Vol. 20, no. 6
pp. 10910 – 10927

Abstract

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An efficient and straight forward procedure for the syntheses of bicyclic isoxazole/isoxazoline derivatives from the corresponding dimethyl-2-(2-nitro-1-aryl/alkyl)-2-(prop-2-yn-1yl)malonates or dimethyl 2-allyl-2-(2-nitro-1-aryl/alkyl ethyl)malonate is described. High yields and simple operations are important features of this methodology.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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