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Molecules 2015, 20(6), 10910-10927; doi:10.3390/molecules200610910

Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition

Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan
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Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 30 April 2015 / Revised: 1 June 2015 / Accepted: 4 June 2015 / Published: 12 June 2015
(This article belongs to the Section Organic Synthesis)
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Abstract

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. View Full-Text
Keywords: bicyclic isoxazole/isoxazolines; cycloaddition; nitrile oxide; nitroalkane; Yamaguchi reagent bicyclic isoxazole/isoxazolines; cycloaddition; nitrile oxide; nitroalkane; Yamaguchi reagent
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Chen, W.-C.; Kavala, V.; Shih, Y.-H.; Wang, Y.-H.; Kuo, C.-W.; Yang, T.-H.; Huang, C.-Y.; Chiu, H.-H.; Yao, C.-F. Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition. Molecules 2015, 20, 10910-10927.

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