Literature DB >> 30290042

Copper-Catalyzed Transsulfinamidation of Sulfinamides as a Key Step in the Preparation of Sulfonamides and Sulfonimidamides.

Hao Yu1, Zhen Li1, Carsten Bolm1.   

Abstract

Secondary or tertiary sulfinamides are prepared by copper-catalyzed transsulfinamidation of primary sulfinamides with O-benzoyl hydroxylamines. Subsequent oxidations of the resulting products lead to the corresponding sulfonamides. Treatment of N-aryl sulfinamides with O-benzoyl hydroxylamines under copper catalysis provides N-aryl sulfonimidamides.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  copper catalysis; sulfinamide; sulfonamide; sulfonimidamide; transsulfinamidation

Year:  2018        PMID: 30290042     DOI: 10.1002/anie.201810548

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  6 in total

1.  Exploiting Configurational Lability in Aza-Sulfur Compounds for the Organocatalytic Enantioselective Synthesis of Sulfonimidamides.

Authors:  Michael J Tilby; Damien F Dewez; Adrian Hall; Carolina Martínez Lamenca; Michael C Willis
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-02       Impact factor: 16.823

2.  A Silyl Sulfinylamine Reagent Enables the Modular Synthesis of Sulfonimidamides via Primary Sulfinamides.

Authors:  Mingyan Ding; Ze-Xin Zhang; Thomas Q Davies; Michael C Willis
Journal:  Org Lett       Date:  2022-02-21       Impact factor: 6.072

3.  Additions to N-Sulfinylamines as an Approach for the Metal-free Synthesis of Sulfonimidamides: O-Benzotriazolyl Sulfonimidates as Activated Intermediates.

Authors:  Maximilian Bremerich; Christian M Conrads; Tim Langletz; Carsten Bolm
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-11       Impact factor: 15.336

4.  Modern Stereoselective Synthesis of Chiral Sulfinyl Compounds.

Authors:  Elżbieta Wojaczyńska; Jacek Wojaczyński
Journal:  Chem Rev       Date:  2020-04-29       Impact factor: 60.622

5.  Accessing Perfluoroaryl Sulfonimidamides and Sulfoximines via Photogenerated Perfluoroaryl Nitrenes: Synthesis and Application as a Chiral Auxiliary.

Authors:  Giampiero Proietti; Julius Kuzmin; Azamat Z Temerdashev; Peter Dinér
Journal:  J Org Chem       Date:  2021-11-12       Impact factor: 4.354

6.  Sulfinamide Synthesis Using Organometallic Reagents, DABSO, and Amines.

Authors:  Pui Kin Tony Lo; Gwyndaf A Oliver; Michael C Willis
Journal:  J Org Chem       Date:  2020-04-14       Impact factor: 4.354

  6 in total

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