Electroreductive Cross-Coupling of Cyclopropyl Ketones and Aryl Methyl Ketones to Access 1,2,4-Triarylbenzenes via
Rohan Bag1, Chandan Laru1, Debarshi Saha1
1Department of Chemistry, Indian Institute of Technology Ropar, Nangal Road, Rupnagar, Punjab 140001, India.
Abstract:
Herein, we report an electroreductive radical-radical cross-coupling between radical intermediates generated from the reduction of cyclopropyl ketones and the aryl methyl ketones, furnishing a δ-hydroxy ketone intermediate that undergoes acid-promoted aromatization to afford 1,2,4-triarylbenzenes. This telescopic two-step synthetic strategy obviates the need for external oxidants or reductants and provides a broad substrate scope with remarkable functional group tolerance. Additionally, the practicality of the designed strategy was evidenced by its scalability and further derivatization of the synthesized triarylbenzenes.
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