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

8 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,

day = "1",

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.

UR - https://www.scopus.com/pages/publications/84938227488

UR - https://www.scopus.com/pages/publications/84938227488#tab=citedBy

U2 - 10.3390/molecules200610910

DO - 10.3390/molecules200610910

M3 - Article

C2 - 26076111

AN - SCOPUS:84938227488

SN - 1420-3049

VL - 20

SP - 10910

EP - 10927

JO - Molecules

JF - Molecules

IS - 6

ER -

Synthesis of bicyclic isoxazoles and isoxazolines via intramolecular nitrile oxide cycloaddition

Abstract

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