Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition

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 a...

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Main Authors: 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
Format: Article
Language:English
Published: MDPI AG 2015-06-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/6/10910
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spelling doaj-904256cfdf31455ea97c97731ce6ad482020-11-24T20:57:08ZengMDPI AGMolecules1420-30492015-06-01206109101092710.3390/molecules200610910molecules200610910Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide CycloadditionWen-Chang Chen0Veerababurao Kavala1Yu-Hsuan Shih2Yu-Hsuan Wang3Chun-Wei Kuo4Tang-Hao Yang5Chia-Yu Huang6Hao-Hsiang Chiu7Ching-Fa Yao8Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, TaiwanDepartment of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, TaiwanDepartment of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, TaiwanDepartment of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, TaiwanDepartment of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, TaiwanDepartment of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, TaiwanDepartment of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, TaiwanDepartment of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, TaiwanDepartment of Chemistry, National Taiwan Normal University, 88, Sec. 4, Ting-Chow Road, Taipei 116, TaiwanAn 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.http://www.mdpi.com/1420-3049/20/6/10910bicyclic isoxazole/isoxazolinescycloadditionnitrile oxidenitroalkaneYamaguchi reagent
collection DOAJ
language English
format Article
sources DOAJ
author 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
spellingShingle 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
Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition
Molecules
bicyclic isoxazole/isoxazolines
cycloaddition
nitrile oxide
nitroalkane
Yamaguchi reagent
author_facet 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
author_sort Wen-Chang Chen
title Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition
title_short Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition
title_full Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition
title_fullStr Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition
title_full_unstemmed Synthesis of Bicyclic Isoxazoles and Isoxazolines via Intramolecular Nitrile Oxide Cycloaddition
title_sort synthesis of bicyclic isoxazoles and isoxazolines via intramolecular nitrile oxide cycloaddition
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2015-06-01
description 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.
topic bicyclic isoxazole/isoxazolines
cycloaddition
nitrile oxide
nitroalkane
Yamaguchi reagent
url http://www.mdpi.com/1420-3049/20/6/10910
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