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Literature DB >> 23554359

Desulfonylation of tosyl amides through catalytic photoredox cleavage of N-S bond under visible-light irradiation.

Jun Xuan¹, Bin-Jie Li, Zhu-Jia Feng, Guo-Dong Sun, Huan-Huan Ma, Zhi-Wei Yuan, Jia-Rong Chen, Liang-Qiu Lu, Wen-Jing Xiao.

Abstract

All lit up: A novel and efficient desulfonylation method of tosyl amides has been developed by means of visible-light-promoted reductive cleavage of N-S bonds. This method has a broad substrate scope, good functional group tolerance, and excellent yields.

Entities: Chemical

Mesh：

Substances：
Amides
Tosyl Compounds

Year: 2013 PMID： 23554359 DOI： 10.1002/asia.201300224

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

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Cited

5 in total

1. Studies toward the oxidative and reductive activation of C-S bonds in 2'-S-aryl-2'-thiouridine derivatives.

Authors: Ramanjaneyulu Rayala; Alain Giuglio-Tonolo; Julie Broggi; Thierry Terme; Patrice Vanelle; Patricia Theard; Maurice Médebielle; Stanislaw F Wnuk
Journal: Tetrahedron Date: 2016-04-21 Impact factor: 2.457

Review 2. Strategies to Generate Nitrogen-centered Radicals That May Rely on Photoredox Catalysis: Development in Reaction Methodology and Applications in Organic Synthesis.

Authors: Kitae Kwon; R Thomas Simons; Meganathan Nandakumar; Jennifer L Roizen
Journal: Chem Rev Date: 2021-10-08 Impact factor: 60.622

Desulfonylation of tosyl amides through catalytic photoredox cleavage of N-S bond under visible-light irradiation.

1. Studies toward the oxidative and reductive activation of C-S bonds in 2'-S-aryl-2'-thiouridine derivatives.

Review 2. Strategies to Generate Nitrogen-centered Radicals That May Rely on Photoredox Catalysis: Development in Reaction Methodology and Applications in Organic Synthesis.

3. Photocatalytic Late-Stage Functionalization of Sulfonamides via Sulfonyl Radical Intermediates.

4. A Titanium-Catalyzed Reductive α-Desulfonylation.

5. Catalyst-free arylation of sulfonamides via visible light-mediated deamination.