10.1002/anie.202104682
Angewandte Chemie International Edition
COMMUNICATION
scope). We surmise that the oxidation of I• to I+ is only favored
when the latter species is strongly stabilized, e.g., as an
oxocarbenium species.
Acknowledgements
The authors are appreciative of the funding received from the Lilly
Research Award Program. T.W. has received support from the
China Scholarship Council (CSC) for her PhD studies. L.C.
acknowledges European Union’s Horizon 2020 research and
innovation programme under the Marie Skłodowska-Curie grant
agreement No 101023615 (project name: HAT-TRICK).
It should be noted that our methodology compares favorably to
thermal approaches relying on TBAI/TBHP[19] (TBAI
=
tetrabutylammonium iodide) and FeIII/TBHP[20] systems as it
requires more controlled and milder conditions to generate the
oxocarbenium ion, resulting in a broader functional group
tolerance. Furthermore, in comparison to other photocatalytic[20]
and (photo)electrochemical methods,[22,23] the developed
approach is based on a direct and mild C(sp3)–H cleavage,
Keywords: TBADT • Hydrogen Atom Transfer • Radical-Polar
Crossover • Flow Chemistry • heteroarylation
presents
a
broader scope and does not require pre-
functionalization of the starting materials.
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In conclusion, a convenient methodology to forge C(sp3)‒N bonds
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