Iodide as an activating agent for acid chlorides in acylation reactions

R.J. Wakeham; J.E. Taylor; S.D. Bull; J.A. Morris; Jonathan M J Williams

doi:10.1021/ol400035f

Iodide as an activating agent for acid chlorides in acylation reactions

R.J. Wakeham, J.E. Taylor, S.D. Bull, J.A. Morris, Jonathan M J Williams

Syngenta Ltd

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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.

Original language	English
Pages (from-to)	702-705
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	3
Early online date	23 Jan 2013
DOIs	https://doi.org/10.1021/ol400035f
Publication status	Published - Feb 2013

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10.1021/ol400035f

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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. ",

author = "R.J. Wakeham and J.E. Taylor and S.D. Bull and J.A. Morris and Williams, {Jonathan M J}",

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AU - Taylor, J.E.

AU - Bull, S.D.

AU - Morris, J.A.

AU - Williams, Jonathan M J

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AB - 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.

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Iodide as an activating agent for acid chlorides in acylation reactions

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Iodide as an activating agent for acid chlorides in acylation reactions

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