Recent Advances of C−S Coupling Reaction of (Hetero)Arenes by C−H Functionalization

• Published in: Chemical record Vol. 24; no. 12; pp. e202400177 - n/a
• Main Authors: Zhang, Lei‐Yang, Wang, Nai‐Xing, Lucan, Dumitra, Nastasi, Julia, Xing, Yalan
• Format: Journal Article
• Language: English
• Published: United States Wiley Subscription Services, Inc 01.12.2024
• Subjects: (Hetero)aryl sulfides; Agrochemicals; Aromatic compounds; Biological activity; Chemical reactions; Coupling agents; C−H bond functionalization; C−S coupling reaction; Dimethyl sulfoxide; Functional groups; Functional materials; Hydrogen bonds; Inorganic compounds; Natural products; Organosulfur compounds; Sulfides; Sulfonates; Sulfur; Sulfur compounds; Sulfur-containing heterocycles; Thioethers; Thiols; Thiourea derivatives; Sulfur-containing heterocycles; C−S coupling reaction; C−H bond functionalization; (Hetero)aryl sulfides
• DOI: 10.1002/tcr.202400177
• ISSN: 1527-8999; 1528-0691

Organic sulfur compounds encompass a vast and diverse variety of species that possess unique biological activity due to the presence of sulfur atoms or sulfur‐containing functional groups. These compounds are widely present in natural products, pharmaceuticals, agricultural chemicals, and functional materials. In recent years, numerous sulfur‐containing compounds such as thiols, thioethers, disulfides, thiourea, dimethyl sulfoxide, sulfonates and their derivatives, as well as sulfur‐containing inorganic compounds, have been utilized as coupling agents to synthesize (hetero)aryl sulfides via C−H Functionalization. These novel transformations provide effective methods for constructing C−S bond of (hetero)arenes, while also expanding the scope of (hetero)aryl sulfides with the potential biological activity. Therefore, the synthesis of aryl sulfides through C−H bond functionalization has attracted widespread attention. This review mainly focuses on the construction of (hetero)aryl sulfides via C−H bond functionalization since 2015. We hope this review offers a useful conceptual overview and inspires further advancements in the efficient construction of C−S bonds. The construction of C−S bond of (hetero)aryl sulfides by C−H bond activation have brought new opportunities and also with challenges. The described here about these transformations aim to provide a platform for the effective construction of C−S bond, together with a brief discussion with their mechanism, hoping to show the general readership about common reaction patterns and development trends, as well as potential applications. We believe that this article can be of interest for a larger circle of people who are not only in the chemistry of sulfur containing compounds but also in methods of preparation of functionalized heterocyclic compounds.