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Updated: Nov 29, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
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Functionalization of α-C(sp3 )-H Bonds in Amides Using Radical Translocating Arylating Groups
Niklas Radhoff1, Armido Studer1
1Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149, Münster, Germany.
Abstract:
α-C-H arylation of N-alkylamides using 2-iodoarylsulfonyl radical translocating arylating (RTA) groups is reported. The method allows the construction of α-quaternary carbon centers in amides. Various mono- and disubstituted RTA-groups are applied to the arylation of primary, secondary, and tertiary α-C(sp3 )-H-bonds. These radical transformations proceed in good to excellent yields and the cascades comprise a 1,6-hydrogen atom transfer, followed by a 1,4-aryl migration with subsequent SO2 extrusion.
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