[3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles

A facile access to polysubstituted 3-(isoxazol-5-yl)pyrroles was developed through [3+2] cycloaddition of tosylmethyl isocyanide (TosMIC) and styrylisoxazoles. In the presence of KOH, various styrylisoxazoles reacted smoothly with tosylmethyl isocyanide and analogs to deliver a wide range of 3-(isox...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhang, Xueming, Xu, Xianxiu, Zhang, Dawei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152356/
https://www.ncbi.nlm.nih.gov/pubmed/28686192
http://dx.doi.org/10.3390/molecules22071131
_version_ 1783357350536544256
author Zhang, Xueming
Xu, Xianxiu
Zhang, Dawei
author_facet Zhang, Xueming
Xu, Xianxiu
Zhang, Dawei
author_sort Zhang, Xueming
collection PubMed
description A facile access to polysubstituted 3-(isoxazol-5-yl)pyrroles was developed through [3+2] cycloaddition of tosylmethyl isocyanide (TosMIC) and styrylisoxazoles. In the presence of KOH, various styrylisoxazoles reacted smoothly with tosylmethyl isocyanide and analogs to deliver a wide range of 3-(isoxazol-5-yl)pyrroles at ambient temperature. This transformation is operationally simple, high-yielding, and displays broad substrate scope.
format Online
Article
Text
id pubmed-6152356
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-61523562018-11-13 [3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles Zhang, Xueming Xu, Xianxiu Zhang, Dawei Molecules Article A facile access to polysubstituted 3-(isoxazol-5-yl)pyrroles was developed through [3+2] cycloaddition of tosylmethyl isocyanide (TosMIC) and styrylisoxazoles. In the presence of KOH, various styrylisoxazoles reacted smoothly with tosylmethyl isocyanide and analogs to deliver a wide range of 3-(isoxazol-5-yl)pyrroles at ambient temperature. This transformation is operationally simple, high-yielding, and displays broad substrate scope. MDPI 2017-07-07 /pmc/articles/PMC6152356/ /pubmed/28686192 http://dx.doi.org/10.3390/molecules22071131 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zhang, Xueming
Xu, Xianxiu
Zhang, Dawei
[3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles
title [3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles
title_full [3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles
title_fullStr [3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles
title_full_unstemmed [3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles
title_short [3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles
title_sort [3+2] cycloaddition of tosylmethyl isocyanide with styrylisoxazoles: facile access to polysubstituted 3-(isoxazol-5-yl)pyrroles
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152356/
https://www.ncbi.nlm.nih.gov/pubmed/28686192
http://dx.doi.org/10.3390/molecules22071131
work_keys_str_mv AT zhangxueming 32cycloadditionoftosylmethylisocyanidewithstyrylisoxazolesfacileaccesstopolysubstituted3isoxazol5ylpyrroles
AT xuxianxiu 32cycloadditionoftosylmethylisocyanidewithstyrylisoxazolesfacileaccesstopolysubstituted3isoxazol5ylpyrroles
AT zhangdawei 32cycloadditionoftosylmethylisocyanidewithstyrylisoxazolesfacileaccesstopolysubstituted3isoxazol5ylpyrroles

Ejemplares similares