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Synthesis of benzofuropyridines and dibenzofurans by a metalation/Negishi cross-coupling/SNAr reaction sequence
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Clarkson, Guy J. and Roesner, Stefan (2023) Synthesis of benzofuropyridines and dibenzofurans by a metalation/Negishi cross-coupling/SNAr reaction sequence. The Journal of Organic Chemistry, 88 (1). pp. 684-689. doi:10.1021/acs.joc.2c02111 ISSN 0022-3263.
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WRAP-synthesis-benzofuropyridines-dibenzofurans-metalation-Negishi-cross-coupling-SNAr-reaction-sequence-2022.pdf - Published Version - Requires a PDF viewer. Available under License Creative Commons Attribution 4.0. Download (1709Kb) | Preview |
Official URL: http://doi.org/10.1021/acs.joc.2c02111
Abstract
An efficient methodology for the synthesis of benzofuropyridines and dibenzofurans from fluoropyridines or fluoroarenes and 2-bromophenyl acetates is reported. This streamlined one-pot procedure consists of a four-step directed ortho-lithiation, zincation, Negishi cross-coupling, and intramolecular nucleophilic aromatic substitution, allowing for the facile assembly of a diverse set of fused benzofuro heterocycles.
Item Type: | Journal Article | ||||||||
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Subjects: | Q Science > QD Chemistry | ||||||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||||||
Library of Congress Subject Headings (LCSH): | Aromatic compounds, Chemistry, Organic, Heterocyclic compounds, Nitrogen compounds, Pyridine | ||||||||
Journal or Publication Title: | The Journal of Organic Chemistry | ||||||||
Publisher: | American Chemical Society | ||||||||
ISSN: | 0022-3263 | ||||||||
Official Date: | 6 January 2023 | ||||||||
Dates: |
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Volume: | 88 | ||||||||
Number: | 1 | ||||||||
Page Range: | pp. 684-689 | ||||||||
DOI: | 10.1021/acs.joc.2c02111 | ||||||||
Status: | Peer Reviewed | ||||||||
Publication Status: | Published | ||||||||
Access rights to Published version: | Open Access (Creative Commons) | ||||||||
Date of first compliant deposit: | 14 December 2022 | ||||||||
Date of first compliant Open Access: | 15 December 2022 |
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