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Visible-light-driven intramolecular xanthylation of remote unactivated C(sp3)-H bonds

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Properzi,  Roberta
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Chen, H., Zhou, Y., Lei, P., Wang, H., Yan, Q., Properzi, R., et al. (2023). Visible-light-driven intramolecular xanthylation of remote unactivated C(sp3)-H bonds. Green Synthesis and Catalysis, 4(4), 350-354. doi:10.1016/j.gresc.2022.07.003.


Cite as: https://hdl.handle.net/21.11116/0000-000B-43D5-9
Abstract
Visible light-mediated site-specific C(sp3)-H xanthylation of amides has been accomplished using N-xanthylamides. The N-centered radicals generated by light initiation of N-xanthylamide substrates undergo 1,5-hydrogen atom transfer to form benzylic or alkyl radical intermediates under metal- and catalyst-free conditions. This method exhibits a broad substrate scope, high functional group tolerance, and high regioselectivity. Furthermore, this strategy provides straightforward access to a range of derivatives through the subsequent elaboration of the xanthate group.