One-pot sulfonamide synthesis exploiting the palladium-catalyzed sulfination of aryl iodides

Aryl ammonium sulfinates, conveniently prepared from aryl iodides and the sulfur dioxide surrogate DABSO, under the action of a Pd(0) catalyst, are transformed in a onepot process to a variety of functionalized sulfonamides. The sulfinate to sulfonamide transformation is achieved by simple treatme...

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Main Authors: Flegeau, E, Harrison, J, Willis, M
Format: Journal article
Published: Thieme 2015
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author Flegeau, E
Harrison, J
Willis, M
author_facet Flegeau, E
Harrison, J
Willis, M
author_sort Flegeau, E
collection OXFORD
description Aryl ammonium sulfinates, conveniently prepared from aryl iodides and the sulfur dioxide surrogate DABSO, under the action of a Pd(0) catalyst, are transformed in a onepot process to a variety of functionalized sulfonamides. The sulfinate to sulfonamide transformation is achieved by simple treatment with an aqueous solution of the relevant amine and sodium hypochlorite (bleach). A broad range of amines, including anilines, and amino acids derivatives, are combined efficiently with a variety of aryl iodides, leading to sulfonamides in high yields.
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spelling oxford-uuid:0f18a0aa-1e8e-4bd1-85c3-17e74f90e2622022-03-26T09:49:35ZOne-pot sulfonamide synthesis exploiting the palladium-catalyzed sulfination of aryl iodidesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:0f18a0aa-1e8e-4bd1-85c3-17e74f90e262Symplectic Elements at OxfordThieme2015Flegeau, EHarrison, JWillis, MAryl ammonium sulfinates, conveniently prepared from aryl iodides and the sulfur dioxide surrogate DABSO, under the action of a Pd(0) catalyst, are transformed in a onepot process to a variety of functionalized sulfonamides. The sulfinate to sulfonamide transformation is achieved by simple treatment with an aqueous solution of the relevant amine and sodium hypochlorite (bleach). A broad range of amines, including anilines, and amino acids derivatives, are combined efficiently with a variety of aryl iodides, leading to sulfonamides in high yields.
spellingShingle Flegeau, E
Harrison, J
Willis, M
One-pot sulfonamide synthesis exploiting the palladium-catalyzed sulfination of aryl iodides
title One-pot sulfonamide synthesis exploiting the palladium-catalyzed sulfination of aryl iodides
title_full One-pot sulfonamide synthesis exploiting the palladium-catalyzed sulfination of aryl iodides
title_fullStr One-pot sulfonamide synthesis exploiting the palladium-catalyzed sulfination of aryl iodides
title_full_unstemmed One-pot sulfonamide synthesis exploiting the palladium-catalyzed sulfination of aryl iodides
title_short One-pot sulfonamide synthesis exploiting the palladium-catalyzed sulfination of aryl iodides
title_sort one pot sulfonamide synthesis exploiting the palladium catalyzed sulfination of aryl iodides
work_keys_str_mv AT flegeaue onepotsulfonamidesynthesisexploitingthepalladiumcatalyzedsulfinationofaryliodides
AT harrisonj onepotsulfonamidesynthesisexploitingthepalladiumcatalyzedsulfinationofaryliodides
AT willism onepotsulfonamidesynthesisexploitingthepalladiumcatalyzedsulfinationofaryliodides