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...
Main Authors: | , , |
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Format: | Journal article |
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Thieme
2015
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_version_ | 1797053726443175936 |
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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. |
first_indexed | 2024-03-06T18:47:44Z |
format | Journal article |
id | oxford-uuid:0f18a0aa-1e8e-4bd1-85c3-17e74f90e262 |
institution | University of Oxford |
last_indexed | 2024-03-06T18:47:44Z |
publishDate | 2015 |
publisher | Thieme |
record_format | dspace |
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 |