Cargando…
One-Step Regioselective Synthesis of Benzofurans from Phenols and α-Haloketones
Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and α-haloketones promoted by titanium tetrachloride which combines Friedel–Crafts-like alkylation and intramolecular cyclodehydration into one step. This simple protocol allows for the formation of...
Autores principales: | , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6600630/ https://www.ncbi.nlm.nih.gov/pubmed/31212606 http://dx.doi.org/10.3390/molecules24112187 |
_version_ | 1783431153263312896 |
---|---|
author | Wang, Bingqiao Zhang, Qiu Luo, Juan Gan, Zongjie Jiang, Wengao Tang, Qiang |
author_facet | Wang, Bingqiao Zhang, Qiu Luo, Juan Gan, Zongjie Jiang, Wengao Tang, Qiang |
author_sort | Wang, Bingqiao |
collection | PubMed |
description | Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and α-haloketones promoted by titanium tetrachloride which combines Friedel–Crafts-like alkylation and intramolecular cyclodehydration into one step. This simple protocol allows for the formation of a variety of high value naphthofurans and benzofurans within which a series of cyclic and acyclic groups are readily incorporated. This process demonstrates the advantages of high levels of regioselectivity, broad substrate scope, and moderate to excellent yields. |
format | Online Article Text |
id | pubmed-6600630 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-66006302019-07-16 One-Step Regioselective Synthesis of Benzofurans from Phenols and α-Haloketones Wang, Bingqiao Zhang, Qiu Luo, Juan Gan, Zongjie Jiang, Wengao Tang, Qiang Molecules Article Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and α-haloketones promoted by titanium tetrachloride which combines Friedel–Crafts-like alkylation and intramolecular cyclodehydration into one step. This simple protocol allows for the formation of a variety of high value naphthofurans and benzofurans within which a series of cyclic and acyclic groups are readily incorporated. This process demonstrates the advantages of high levels of regioselectivity, broad substrate scope, and moderate to excellent yields. MDPI 2019-06-11 /pmc/articles/PMC6600630/ /pubmed/31212606 http://dx.doi.org/10.3390/molecules24112187 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 Wang, Bingqiao Zhang, Qiu Luo, Juan Gan, Zongjie Jiang, Wengao Tang, Qiang One-Step Regioselective Synthesis of Benzofurans from Phenols and α-Haloketones |
title | One-Step Regioselective Synthesis of Benzofurans from Phenols and α-Haloketones |
title_full | One-Step Regioselective Synthesis of Benzofurans from Phenols and α-Haloketones |
title_fullStr | One-Step Regioselective Synthesis of Benzofurans from Phenols and α-Haloketones |
title_full_unstemmed | One-Step Regioselective Synthesis of Benzofurans from Phenols and α-Haloketones |
title_short | One-Step Regioselective Synthesis of Benzofurans from Phenols and α-Haloketones |
title_sort | one-step regioselective synthesis of benzofurans from phenols and α-haloketones |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6600630/ https://www.ncbi.nlm.nih.gov/pubmed/31212606 http://dx.doi.org/10.3390/molecules24112187 |
work_keys_str_mv | AT wangbingqiao onestepregioselectivesynthesisofbenzofuransfromphenolsandahaloketones AT zhangqiu onestepregioselectivesynthesisofbenzofuransfromphenolsandahaloketones AT luojuan onestepregioselectivesynthesisofbenzofuransfromphenolsandahaloketones AT ganzongjie onestepregioselectivesynthesisofbenzofuransfromphenolsandahaloketones AT jiangwengao onestepregioselectivesynthesisofbenzofuransfromphenolsandahaloketones AT tangqiang onestepregioselectivesynthesisofbenzofuransfromphenolsandahaloketones |