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Published on: May 21, 2019
Visible-Light-Induced PhI(OAc)2-Mediated Alkylation of Heteroarenes with Simple Alkanes and Ethers
Lusina Mantry1, Parthasarathy Gandeepan1
1Department of Chemistry, Indian Institute of Technology Tirupati, Yerpedu - Venkatagiri Road, Yerpedu Post, Tirupati District, Andhra Pradesh, India - 517619.
Abstract:
The direct alkylation of heteroarenes with alkanes has been successfully achieved through visible-light-induced hypervalent iodine-mediated C-H functionalization of both coupling partners at ambient temperatures. This reaction proceeds via the in situ generation of nucleophilic alkyl radicals from alkanes through hydrogen atom transfer (HAT), followed by a Minisci-type reaction with heteroarenes. These mild reaction conditions have demonstrated their suitability for the alkylation of a wide range of heterocycles, including azoles, pyridines, quinolines, isoquinolines, and quinoxalinones.
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