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Convergent Synthesis of Polysubstituted Furans via Catalytic Phosphine Mediated Multicomponent Reactions
Tri- or tetrasubstituted furans have been prepared from terminal activated olefins and acyl chlorides or anhydrides by a multicomponental convergent synthesis mode. Instead of stoichiometric nBu(3)P, only catalytic nBu(3)P or nBu(3)P=O is needed to furnish the furans in modest to excellent yields wi...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6943692/ https://www.ncbi.nlm.nih.gov/pubmed/31888142 http://dx.doi.org/10.3390/molecules24244595 |
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author | Fan, Xia Chen, Rongshun Han, Jie He, Zhengjie |
author_facet | Fan, Xia Chen, Rongshun Han, Jie He, Zhengjie |
author_sort | Fan, Xia |
collection | PubMed |
description | Tri- or tetrasubstituted furans have been prepared from terminal activated olefins and acyl chlorides or anhydrides by a multicomponental convergent synthesis mode. Instead of stoichiometric nBu(3)P, only catalytic nBu(3)P or nBu(3)P=O is needed to furnish the furans in modest to excellent yields with a good functional group tolerance under the aid of reducing agent silane. This synthetic method features a silane-driven catalytic intramolecular Wittig reaction as a key annulation step and represents the first successful application of catalytic Wittig reaction in multicomponent cascade reaction. |
format | Online Article Text |
id | pubmed-6943692 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-69436922020-01-10 Convergent Synthesis of Polysubstituted Furans via Catalytic Phosphine Mediated Multicomponent Reactions Fan, Xia Chen, Rongshun Han, Jie He, Zhengjie Molecules Article Tri- or tetrasubstituted furans have been prepared from terminal activated olefins and acyl chlorides or anhydrides by a multicomponental convergent synthesis mode. Instead of stoichiometric nBu(3)P, only catalytic nBu(3)P or nBu(3)P=O is needed to furnish the furans in modest to excellent yields with a good functional group tolerance under the aid of reducing agent silane. This synthetic method features a silane-driven catalytic intramolecular Wittig reaction as a key annulation step and represents the first successful application of catalytic Wittig reaction in multicomponent cascade reaction. MDPI 2019-12-16 /pmc/articles/PMC6943692/ /pubmed/31888142 http://dx.doi.org/10.3390/molecules24244595 Text en © 2019 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 Fan, Xia Chen, Rongshun Han, Jie He, Zhengjie Convergent Synthesis of Polysubstituted Furans via Catalytic Phosphine Mediated Multicomponent Reactions |
title | Convergent Synthesis of Polysubstituted Furans via Catalytic Phosphine Mediated Multicomponent Reactions |
title_full | Convergent Synthesis of Polysubstituted Furans via Catalytic Phosphine Mediated Multicomponent Reactions |
title_fullStr | Convergent Synthesis of Polysubstituted Furans via Catalytic Phosphine Mediated Multicomponent Reactions |
title_full_unstemmed | Convergent Synthesis of Polysubstituted Furans via Catalytic Phosphine Mediated Multicomponent Reactions |
title_short | Convergent Synthesis of Polysubstituted Furans via Catalytic Phosphine Mediated Multicomponent Reactions |
title_sort | convergent synthesis of polysubstituted furans via catalytic phosphine mediated multicomponent reactions |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6943692/ https://www.ncbi.nlm.nih.gov/pubmed/31888142 http://dx.doi.org/10.3390/molecules24244595 |
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