Visible Light‐Catalyzed Reactions of Polysulfide (DBSPS) with Aryldiazonium

Author:

Tang Ling‐Juan1,Zhu Wei‐Chen2,Deng Hong‐He2,Jiang Yi‐Fan2,Liu Xin‐Yu2,Rao Weidong3,Shen Shu‐Su4,Song Ping5,Wang Shun‐Yi2ORCID

Affiliation:

1. Analysis and Testing Center Nantong University, No.1 Nanhai Road Nantong 226019 People's Republic of China

2. Key Laboratory of Organic Synthesis of Jiangsu Province College of Chemistry, Chemical Engineering and Materials Science Soochow University, 199 Ren'ai Road Suzhou 215000 People's Republic of China

3. Key Laboratory of Biomass-based Green Fuels and Chemicals College of Chemical Engineering Nanjing Forestry University, 159 Longpan Road Nanjing 210000 People's Republic of China

4. School of Environmental Science and Engineering Suzhou University of Science and Technology, 1 Kerui Road Suzhou 215000 People's Republic of China

5. Analysis and Testing Center Soochow University, 199 Ren'ai Road Suzhou 215000 People's Republic of China

Abstract

AbstractA visible light‐catalyzed radical coupling reaction of polysulfide reagents with aryldiazonium was developed, which gave thiosulfonates under mild conditions. In this reaction, the thiosulfonates were isolated in good yields with a broad tolerance to functional groups. And the synthesis of diaryl monosulfides were achieved through a step‐by‐step reaction of two molecular aryldiazonium with DBSPS, where the sulfur source was provided by DBSPS. It was worth noting that the reaction of this monosulfides could also be achieved by a one pot two‐step process. The described polysulfide reagents were able to produce three new radicals: sulfonyl radicals, sulfur‐sulfonyl radicals and sulfur‐sulfur‐sulfonyl radicals.

Funder

National Natural Science Foundation of China

Priority Academic Program Development of Jiangsu Higher Education Institutions

Soochow University

Publisher

Wiley

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