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Literature DB >> 24404934

Copper-catalyzed Chan-Lam coupling between sulfonyl azides and boronic acids at room temperature.

Soo-Yeon Moon¹, Jungsoo Nam, Kris Rathwell, Won-Suk Kim.

Abstract

A mild and efficient method for the synthesis of N-arylsulfonamides in the presence of 10 mol % of CuCl is demonstrated. The reaction proceeds readily at room temperature in an open flask using a variety of sulfonyl azides and boronic acids without any base, ligand, or additive.

Entities: Chemical

Mesh：

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Year: 2014 PMID： 24404934 DOI： 10.1021/ol403717f

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

7 in total

1. Palladium-Catalyzed α-Arylation of Methyl Sulfonamides with Aryl Chlorides.

Authors: Bing Zheng; Minyan Li; Gui Gao; Yuying He; Patrick J Walsh
Journal: Adv Synth Catal Date: 2016-06-15 Impact factor: 5.837

2. Iodine-catalyzed sulfonylation of sulfonyl hydrazides with tert-amines: a green and efficient protocol for the synthesis of sulfonamides.

Authors: Jinyang Chen; Xiaoran Han; Lan Mei; Jinchuan Liu; Kui Du; Tuanwu Cao; Qiang Li
Journal: RSC Adv Date: 2019-10-02 Impact factor: 4.036

3. Metal-Free Electrochemical Synthesis of Sulfonamides Directly from (Hetero)arenes, SO₂ , and Amines.

Authors: Stephan P Blum; Tarik Karakaya; Dieter Schollmeyer; Artis Klapars; Siegfried R Waldvogel
Journal: Angew Chem Int Ed Engl Date: 2021-02-02 Impact factor: 15.336

4. Chan-Lam coupling reaction of sulfamoyl azides with arylboronic acids for synthesis of unsymmetrical N-arylsulfamides.

Authors: Suk-Young Won; Seo-Eun Kim; Yong-Ju Kwon; Inji Shin; Jungyeob Ham; Won-Suk Kim
Journal: RSC Adv Date: 2019-01-18 Impact factor: 4.036

Copper-catalyzed Chan-Lam coupling between sulfonyl azides and boronic acids at room temperature.

1. Palladium-Catalyzed α-Arylation of Methyl Sulfonamides with Aryl Chlorides.

2. Iodine-catalyzed sulfonylation of sulfonyl hydrazides with tert-amines: a green and efficient protocol for the synthesis of sulfonamides.

3. Metal-Free Electrochemical Synthesis of Sulfonamides Directly from (Hetero)arenes, SO₂ , and Amines.

4. Chan-Lam coupling reaction of sulfamoyl azides with arylboronic acids for synthesis of unsymmetrical N-arylsulfamides.

5. A tunable pair electrochemical strategy for the synthesis of new benzenesulfonamide derivatives.

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

7. Highly Selective and Catalytic C-N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight.