One-Step Regioselective Synthesis of Benzofurans from Phenols and <i>α</i>-Haloketones

One-Step Regioselective Synthesis of Benzofurans from Phenols and <i>α</i>-Haloketones

Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and <i>&#945;</i>-haloketones promoted by titanium tetrachloride which combines Friedel&#8722;Crafts-like alkylation and intramolecular cyclodehydration into one step. This simpl...

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Bibliographic Details
Main Authors: Bingqiao Wang, Qiu Zhang, Juan Luo, Zongjie Gan, Wengao Jiang, Qiang Tang
Format: Article
Language:English
Published: MDPI AG 2019-06-01
Series:Molecules
Subjects:
naphthofuran
benzofuran
titanium tetrachloride
<i>α</i>-haloketones
cyclodehydration
Online Access:https://www.mdpi.com/1420-3049/24/11/2187
Description
Summary:Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and <i>&#945;</i>-haloketones promoted by titanium tetrachloride which combines Friedel&#8722;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.
ISSN:1420-3049

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