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

Abstract:
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.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1055/s-0035-1560578

Authors


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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author


Publisher:
Thieme
Journal:
SYNLETT More from this journal
Volume:
27
Issue:
1
Pages:
101-105
Publication date:
2015-10-13
Acceptance date:
2015-09-25
DOI:
EISSN:
1437-2096
ISSN:
0936-5214


Keywords:
Pubs id:
pubs:592480
UUID:
uuid:0f18a0aa-1e8e-4bd1-85c3-17e74f90e262
Local pid:
pubs:592480
Source identifiers:
592480
Deposit date:
2016-03-11

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