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Iodide as an Activating Agent for Acid Chlorides in Acylation Reactions

R. Wakeham, J. Taylor, S. Bull, J. Morris, J. Williams, Russell Wakeham Orcid Logo

Organic Letters, Volume: 15, Issue: 3, Pages: 702 - 705

Swansea University Author: Russell Wakeham Orcid Logo

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DOI (Published version): 10.1021/ol400035f

Abstract

Acid chlorides can be activated using a simple iodide source to undergo nucleophilic attack from a variety of relatively weak nucleophiles. These include Friedel–Crafts acylation of N-methylpyrroles, N-acylation of sulfonamides, and acylation reactions of hindered phenol derivatives. The reaction is...

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Published in: Organic Letters
ISSN: 1523-7060 1523-7052
Published: American Chemical Society (ACS) 2013
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URI: https://cronfa.swan.ac.uk/Record/cronfa32714
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first_indexed 2017-03-27T12:57:29Z
last_indexed 2018-02-09T05:20:56Z
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spelling 2017-03-28T10:47:52.8899495 v2 32714 2017-03-27 Iodide as an Activating Agent for Acid Chlorides in Acylation Reactions 28c45bbeeba294da7042950705b98e0a 0000-0002-4304-0243 Russell Wakeham Russell Wakeham true false 2017-03-27 EEN Acid chlorides can be activated using a simple iodide source to undergo nucleophilic attack from a variety of relatively weak nucleophiles. These include Friedel–Crafts acylation of N-methylpyrroles, N-acylation of sulfonamides, and acylation reactions of hindered phenol derivatives. The reaction is believed to proceed through a transient acid iodide intermediate. Journal Article Organic Letters 15 3 702 705 American Chemical Society (ACS) 1523-7060 1523-7052 28 2 2013 2013-02-28 10.1021/ol400035f COLLEGE NANME Engineering COLLEGE CODE EEN Swansea University 2017-03-28T10:47:52.8899495 2017-03-27T11:03:28.6781116 Faculty of Science and Engineering School of Engineering and Applied Sciences - Uncategorised R. Wakeham 1 J. Taylor 2 S. Bull 3 J. Morris 4 J. Williams 5 Russell Wakeham 0000-0002-4304-0243 6
title Iodide as an Activating Agent for Acid Chlorides in Acylation Reactions
spellingShingle Iodide as an Activating Agent for Acid Chlorides in Acylation Reactions
Russell Wakeham
title_short Iodide as an Activating Agent for Acid Chlorides in Acylation Reactions
title_full Iodide as an Activating Agent for Acid Chlorides in Acylation Reactions
title_fullStr Iodide as an Activating Agent for Acid Chlorides in Acylation Reactions
title_full_unstemmed Iodide as an Activating Agent for Acid Chlorides in Acylation Reactions
title_sort Iodide as an Activating Agent for Acid Chlorides in Acylation Reactions
author_id_str_mv 28c45bbeeba294da7042950705b98e0a
author_id_fullname_str_mv 28c45bbeeba294da7042950705b98e0a_***_Russell Wakeham
author Russell Wakeham
author2 R. Wakeham
J. Taylor
S. Bull
J. Morris
J. Williams
Russell Wakeham
format Journal article
container_title Organic Letters
container_volume 15
container_issue 3
container_start_page 702
publishDate 2013
institution Swansea University
issn 1523-7060
1523-7052
doi_str_mv 10.1021/ol400035f
publisher American Chemical Society (ACS)
college_str Faculty of Science and Engineering
hierarchytype
hierarchy_top_id facultyofscienceandengineering
hierarchy_top_title Faculty of Science and Engineering
hierarchy_parent_id facultyofscienceandengineering
hierarchy_parent_title Faculty of Science and Engineering
department_str School of Engineering and Applied Sciences - Uncategorised{{{_:::_}}}Faculty of Science and Engineering{{{_:::_}}}School of Engineering and Applied Sciences - Uncategorised
document_store_str 0
active_str 0
description Acid chlorides can be activated using a simple iodide source to undergo nucleophilic attack from a variety of relatively weak nucleophiles. These include Friedel–Crafts acylation of N-methylpyrroles, N-acylation of sulfonamides, and acylation reactions of hindered phenol derivatives. The reaction is believed to proceed through a transient acid iodide intermediate.
published_date 2013-02-28T03:40:11Z
_version_ 1763751820246646784
score 11.012678

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