Green One-Pot Syntheses of 2-Sulfoximidoyl-3,6-dibromo Indoles Using <i>N</i>-Br Sulfoximines as Both Brominating and Sulfoximinating Reagents

oleh: Xiao Yun Chen, Yaonan Tang, Xinran Xiang, Yisong Tang, Mingyang Huang, Shaojun Zheng, Cuifeng Yang

Format: Article
Diterbitkan: MDPI AG 2023-04-01

Deskripsi

A green one-pot 2,3,6-trifunctionalization of <i>N</i>-alkyl/aryl indoles was achieved by adding three equivalents of <i>N</i>-Br sulfoximine to the indole solution. A variety of 2-sulfoximidoyl-3,6-dibromo indoles were prepared with 38–94% yields using <i>N</i>-Br sulfoximines as both brominating and sulfoximinating reagents. Based on the results of controlled experiments, we propose that a radical substitution involving 3,6-dibromination and 2-sulfoximination occurs in the reaction process. This is first time that 2,3,6-trifunctionalization of indole in one pot has been achieved.