Literature DB >> 28079985

One-Pot Bimetallic Pd/Cu-Catalyzed Synthesis of Sulfonamides from Boronic Acids, DABSO and O-Benzoyl Hydroxylamines.

Haibo Zhu1, Yajing Shen1, Qinyue Deng1, Changyu Huang1, Tao Tu1,2.   

Abstract

A practical and straightforward bimetallic Pd/Cu catalytic system has been developed. This system affords various sulfonamides in one pot from easy-to-handle and readily available boronic acids, sulfur dioxide surrogate DABSO and O-benzoyl hydroxylamines in high yields. Without additional ligands, the newly developed catalytic system revealed a broad substrate scope for both partners and tolerated a wide array of functional groups even at low catalyst loadings. Furthermore, based on control experiments, a plausible mechanism has been proposed, in which sodium sulfinate has been isolated and identified as the crucial intermediate for this transformation.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  boronic acids; copper; o-benzoyl hydroxylamines; palladium; sulfonamides

Year:  2017        PMID: 28079985     DOI: 10.1002/asia.201601732

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  3 in total

1.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

2.  Site-Selective C-H Functionalization-Sulfination Sequence to Access Aryl Sulfonamides.

Authors:  Eva Maria Alvarez; Matthew B Plutschack; Florian Berger; Tobias Ritter
Journal:  Org Lett       Date:  2020-04-07       Impact factor: 6.005

3.  An Efficient Method for the Preparation of Sulfonamides from Sodium Sulfinates and Amines.

Authors:  Haiying Tian; Ruiyan Li; Fang Guo; Xiuling Chen
Journal:  ChemistryOpen       Date:  2022-08       Impact factor: 2.630

  3 in total

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