Nickel-catalyzed direct formation of the C–S bonds of aryl sulfides from arylsulfonyl chlorides and aryl iodides using Mn as a reducing agent
Literature Information
Publication Date
2016-10-08
DOI
10.1039/C6QO00451B
Impact Factor
5.281
Authors
Yang Wang, Xiaofeng Zhang, Haixiong Liu, Hui Chen, Deguang Huang
View Original
Abstract
Various unsymmetrical aryl sulfides were synthesized by nickel-catalyzed C–S bond formation in good to excellent yields. The reactions employed arylsulfonyl chlorides as an aryl thiol source and Mn dust as a reducing agent. The scope and versatility of the method have been successfully demonstrated with 42 examples. Mechanistic studies revealed the existence of an intermediate disulfide substance. A catalytic cycle was proposed including a three-step reduction by Mn for the achievement of the reaction, and Ni(0) and Ni(I) species were supposed to be involved in the reaction mechanism.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
2-(5-Bromo-2-methyl-2H-indazol-3-yl)-2-propanol
CAS Number:
1823787-20-7
Molecular Formula:
C11H13BrN2O
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