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Remote C–H Selenylation of 8-Amidoquinolines via Copper-Catalyzed Radical Cross-Coupling
Date Issued
01-09-2016
Author(s)
Sahoo, Harekrishna
Mandal, Anup
Selvakumar, Jayaraman
Indian Institute of Technology, Madras
Abstract
A copper-catalyzed regioselective C–H selenylation of quinolines with readily available diaryl diselenides is developed based on a chelation-controlled radical cross-coupling strategy. The reaction is scalable, tolerates a wide spectrum of functional groups, and proceeds with excellent C5 regioselectivity to deliver selenoquinolines in high yields (up to 98 %). A single electron transfer (SET) mediated mechanism is proposed.
Volume
2016