4.7 Article

Metal-free electrochemical C3-sulfonylation of imidazo[1,2-a]pyridines

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 14, Pages 3815-3819

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo00348h

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Funding

  1. Jiangxi Normal University
  2. National Natural Science Foundation of China [22031008]

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The study developed an efficient and metal-free synthesis method for the production of biologically and synthetically useful compounds. The reaction exhibited high yields, and the scaled-up experiment resulted in an ideal yield of the desired product.
Electrochemical oxidative cross-coupling represents one of the most atom-economical and green approaches to synthesize various useful compounds. In this work, an electrochemical C3-sulfonylation of imidazo[1,2-a]pyridines with sodium benzenesulfinates as sulfonylation reagents has been developed. This transformation provides an effective and straightforward metal-free protocol towards the synthesis of biologically and synthetically useful 3-(arylsulfonyl)imidazo[1,2-a]pyridine. Up to 94% yields were obtained. The scale-up experiment gave 1.56 g of the desired product in 90% yield.

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