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

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^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

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. bicyclic isoxazole/isoxazolines; cycloaddition; nitrile oxide; nitroalkane; Yamaguchi reagent.

Original language	English
Pages (from-to)	10910-10927
Number of pages	18
Journal	Molecules
Volume	20
Issue number	6
DOIs	https://doi.org/10.3390/molecules200610910
Publication status	Published - 2015 Jun 1

ASJC Scopus subject areas

Analytical Chemistry
Chemistry (miscellaneous)
Molecular Medicine
Pharmaceutical Science
Drug Discovery
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Synthesis of bicyclic isoxazoles and isoxazolines via intramolecular nitrile oxide cycloaddition",

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. bicyclic isoxazole/isoxazolines; cycloaddition; nitrile oxide; nitroalkane; Yamaguchi reagent.",

author = "Chen, {Wen Chang} and Veerababurao Kavala and Shih, {Yu Hsuan} and Wang, {Yu Hsuan} and Kuo, {Chun Wei} and Yang, {Tang Hao} and Huang, {Chia Yu} and Chiu, {Hao Hsiang} and Yao, {Ching Fa}",

year = "2015",

month = jun,

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doi = "10.3390/molecules200610910",

language = "English",

volume = "20",

pages = "10910--10927",

journal = "Molecules",

issn = "1420-3049",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

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TY - JOUR

T1 - Synthesis of bicyclic isoxazoles and isoxazolines via intramolecular nitrile oxide cycloaddition

AU - Chen, Wen Chang

AU - Kavala, Veerababurao

AU - Shih, Yu Hsuan

AU - Wang, Yu Hsuan

AU - Kuo, Chun Wei

AU - Yang, Tang Hao

AU - Huang, Chia Yu

AU - Chiu, Hao Hsiang

AU - Yao, Ching Fa

PY - 2015/6/1

Y1 - 2015/6/1

N2 - 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. bicyclic isoxazole/isoxazolines; cycloaddition; nitrile oxide; nitroalkane; Yamaguchi reagent.

AB - 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. bicyclic isoxazole/isoxazolines; cycloaddition; nitrile oxide; nitroalkane; Yamaguchi reagent.

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DO - 10.3390/molecules200610910

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JO - Molecules

JF - Molecules

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ER -

Synthesis of bicyclic isoxazoles and isoxazolines via intramolecular nitrile oxide cycloaddition

Abstract

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