ChemistryMedicine

Qing-lin Liang, Pei Wang, Yi Li, Ming Hu, Jinheng Li

2026.5.28JOURNAL OF ORGANIC CHEMISTRY

DOI: 10.1021/acs.joc.6c00933

Abstract

The diarylation of alkenes represents one of the most efficient strategies for constructing complex architectures. Reported herein is a distinct photoredox cascade approach for alkene diarylation, achieved via the radical cyclization of O-tethered iodoarenes followed by coupling with 4-cyanopyridines. Notably, this protocol relies on the dual role of the cyanoheteroarenes. Beyond serving as the requisite heteroaryl source, they act as essential electron-transfer mediators to facilitate the cleavage of aryl C(sp2)-I bonds under visible-light irradiation. Furthermore, this photochemical strategy features readily accessible substrates and broad functional group compatibility, providing a practical platform for the efficient synthesis of diverse dihydrobenzofuran derivatives.

Citation format

LIANG, Qing-lin, et al. Visible-light-driven reductive 1,2-diarylation of alkenes via o-tethered iodoarenes and cyanopyridines. JOURNAL OF ORGANIC CHEMISTRY, 2026, 91(23): 8029–8037.