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Updated: May 31, 2026

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
Published on: September 12, 2018
Visible-Light-Driven Reductive 1,2-Diarylation of Alkenes via O-Tethered Iodoarenes and Cyanopyridines
Qing-Lin Liang1, Peiyuan Wang1, Yi Li1
1State Key Laboratory of Advanced Optical Polymer and Manufacturing Technology, Qingdao Key Laboratory of Biomacromolecular Drug Discovery and Development, College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China.
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.
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