Electrochemical Synthesis of 3-Sulfonylindoles via Annulation of o-Alkynylanilines with Sodium Sulfinates
Ping Jiang
a
Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University, Nanjing 210037, P. R. of China
,
Rui Liu
a
Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University, Nanjing 210037, P. R. of China
,
Xiangtai Meng
a
Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University, Nanjing 210037, P. R. of China
b
Sinopec Maoming Petrochemical Company, Maoming 525000, P. R. of China
,
Binnan Zheng
c
Ningxia Best Pharmaceutical Chemical Co., Ltd., Yinchuan 750411, P. R. of China
,
Yu Zheng
a
Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University, Nanjing 210037, P. R. of China
a
Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University, Nanjing 210037, P. R. of China
› InstitutsangabenFinancial support provided by the Natural Science Foundation of China (32171724) and Jiangsu (BK20210607) is warmly acknowledged.
An electrochemical method to synthesize 3-sulfonylindoles from o-alkynylanilines and sodium sulfinates is disclosed. Featuring external oxidant-free, transition metal-free, and mild conditions, this sustainable approach tolerates a wide range of functional groups. Mechanistic studies are presented, revealing that (E)-bis(sulfonyl)stilbenes appear to be the key intermediates in this transformation.
17 CCDC 2201426 (5) contains the supplementary crystallographic data for this paper. The data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/structures
18a
Wang Q.-Q,
Xu K,
Jiang Y.-Y,
Liu Y.-G,
Sun B.-G,
Zeng C.-C.
Org. Lett. 2017; 19: 5517
