One-Pot Sulfonamide Synthesis Exploiting the Palladium-Catalyzed Sulfination of Aryl Iodides

Emmanuel Ferrer Flegeau; Jack M. Harrison; Michael C. Willis

doi:10.1055/s-0035-1560578

Synlett, Inhaltsverzeichnis

Synlett 2016; 27(01): 101-105
DOI: 10.1055/s-0035-1560578

letter

One-Pot Sulfonamide Synthesis Exploiting the Palladium-Catalyzed Sulfination of Aryl Iodides

Emmanuel Ferrer Flegeau

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK eMail: michael.willis@chem.ox.ac.uk

,

Jack M. Harrison

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK eMail: michael.willis@chem.ox.ac.uk

,

Michael C. Willis*

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK eMail: michael.willis@chem.ox.ac.uk

› Institutsangaben

Abstract

Alle Artikel dieser Rubrik

Dedicated, with best wishes, to Professor Steven Ley on the occasion of his 70^th birthday

Abstract

Aryl ammonium sulfinates, conveniently prepared from aryl iodides and the sulfur dioxide surrogate DABSO, under the action of a palladium(0) catalyst, are transformed in a one-pot 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 acid derivatives, are combined efficiently with a variety of aryl iodides, leading to sulfonamides in high yields.

Key words

sulfonamides - palladium catalysis - sulfinates - amines - aryl halides

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Referenzen

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