4.8 Article

Reductive Hydrodehalogenation of Halogenated Carboxylic Acid Derivatives Using a DMSO/HCOONa.2H2O System

Journal

ORGANIC LETTERS
Volume 25, Issue 15, Pages 2691-2695

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c00782

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A practical and simple method for the hydrodehalogenation of halogenated carboxylic acid derivatives is developed using a DMSO/HCOONa·2H2O system. This method avoids the need for light irradiation, electrochemical apparatus, transition metals, radical initiators, strong bases, and additional additives. Control experiments suggest that HCOONa may act as a hydride donor through nucleophilic substitution or addition for the hydrodehalogenation process.
A practical and operationally simple hydrodehalogenation of halogenated carboxylic acid derivatives using a DMSO/ HCOONa center dot 2H(2)O system is developed. This protocol avoids the involvement of light irradiation, electrochemical apparatus, transition metals, radical initiators, strong bases, and other additional additives. Control experiments suggest that HCOONa might function as a hydride donor in the reduction process via nucleophilic substitution or addition to achieve the hydrodehalogenation.

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