Visible light-induced C-H sulfenylation using sulfinic acids

作者：Sun, Pengfei; Yang, Daoshan^*; Wei, Wei; Jiang, Min; Wang, Zuli; Zhang, Liyan; Zhang, Hui; Zhang, Zhenzhen; Wang, Yu; Wang, Hua^*

来源：Green Chemistry, 2017, 19(20): 4785-4791.

DOI：10.1039/c7gc01891f

• CATALYZED REGIOSELECTIVE SULFENYLATION
• C(SP(2))-H BOND FUNCTIONALIZATION
• ARYL SULFONYL HYDRAZIDES
• METAL-FREE CONDITIONS
• ALPHA-KETO ACIDS
• PHOTOREDOX CATALYSIS
• ARYLSULFONYL CHLORIDES
• ORGANIC-SYNTHESIS
• DIRECT ARYLATION
• SULFUR POWDER

The visible light and Eosin B-catalyzed direct sulfenylation of sp(2) C-H bonds with sulfinic acids through a photoredox process has been demonstrated at room temperature under transition metal-free conditions for the first time. Diverse heteroaryl sulfides were obtained in moderate to good yields. This is the first example of the sulfenylation of sp(2) C-H bonds using arylsulfinic acids as odorless sulfur reagents under visible light-induced conditions. More interestingly, the reductive products could be obtained under visible light-induced oxidative conditions. This protocol demonstrates a new model for C-S bond formation, which serves as a novel approach toward the synthesis of heteroaryl sulfides.

• 出版日期2017-10-21
• 单位河北医科大学; 曲阜师范大学; 清华大学; 青岛农业大学