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Updated: Sep 6, 2025

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Catalytic intramolecular aminoarylation of unactivated alkenes with aryl sulfonamides
Efrey A Noten1, Rory C McAtee1, Corey R J Stephenson1
1University of Michigan, Department of Chemistry, Willard Henry Dow Laboratory 930 North University Ave. Ann Arbor MI 48109 USA crjsteph@umich.edu.
Abstract:
Arylethylamines are abundant motifs in myriad natural products and pharmaceuticals, so efficient methods to synthesize them are valuable in drug discovery. In this work, we disclose an intramolecular alkene aminoarylation cascade that exploits the electrophilicity of a nitrogen-centered radical to form a C-N bond, then repurposes the nitrogen atom's sulfonyl activating group as a traceless linker to form a subsequent C-C bond. This photoredox catalysis protocol enables the preparation of densely substituted arylethylamines from commercially abundant aryl sulfonamides and unactivated alkenes under mild conditions. Reaction optimization, scope, mechanism, and synthetic applications are discussed.
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