Synthesis of benzo[b]furans by intramolecular C–O bond formation using iron and copper catalysis

Henry, M. C. and Sutherland, A. (2020) Synthesis of benzo[b]furans by intramolecular C–O bond formation using iron and copper catalysis. Organic Letters, 22(7), pp. 2766-2770. (doi: 10.1021/acs.orglett.0c00754) (PMID:32186389) (PMCID:PMC7146889)

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Abstract

One-pot processes for the synthesis of benzo[b]furans from 1-aryl- or 1-alkylketones using nonprecious transition metal catalysts have been developed. Regioselective iron(III)-catalyzed halogenation of the aryl ring, followed by iron- or copper-catalyzed O-arylation allowed the synthesis of various structural analogues, including the benzo[b]furan-derived natural products corsifuran C, moracin F, and caleprunin B.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Henry, Mr Martyn and Sutherland, Professor Andrew
Authors: Henry, M. C., and Sutherland, A.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Organic Letters
Publisher:American Chemical Society
ISSN:1523-7060
ISSN (Online):1523-7052
Published Online:18 March 2020
Copyright Holders:Copyright © 2020 American Chemical Society
First Published:First published in Organic Letters 22(7): 2766-2770
Publisher Policy:Reproduced under a Creative Commons licence

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Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
190906EPSRC 2015 DTPMary Beth KneafseyEngineering and Physical Sciences Research Council (EPSRC)EP/M508056/1Research and Innovation Services