AI Article Synopsis

  • A new method has been developed to arylate 2-aryl-2-indazoles using aryl iodides without the need for a photocatalyst, yielding 3,2-diaryl-2-indazoles in good to moderate amounts.
  • Potassium tert-butoxide plays a dual role in this reaction by activating the C-I bond and scavenging the HI byproduct generated during the process.
  • This approach shows great versatility with accommodating various functional groups and has been successfully employed to create liver X receptor agonists and fluorescent probes, marking a significant advancement in the field.

Article Abstract

A photocatalyst-free visible-light induced arylation of 2-aryl-2-indazoles with aryl iodides has been developed for the first time to produce 3,2-diaryl-2-indazoles in good to moderate yields. In this transformation, potassium -butoxide acts as an activator of the C-I bond and also as a scavenger of generated HI in the reaction. This method exhibits high functional group tolerance with a wide substrate scope and it has been successfully applied to the synthesis of liver X receptor agonists and also for fluorescent probes. This is the first report on the photoarylation of 2-arylindazoles at the C3-position with aryl iodides under catalyst-free conditions.

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http://dx.doi.org/10.1039/d4ob00820kDOI Listing

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