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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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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 believed to proceed through a transient acid iodide intermediate.
College: Faculty of Science and Engineering
Issue: 3
Start Page: 702
End Page: 705