Visible-Light-Mediated C–I Difluoroallylation with an α‑Aminoalkyl Radical as a Mediator

Herein, we report a protocol for direct visible-light-mediated C–I difluoroallylation reactions of α-trifluoromethyl arylalkenes with alkyl iodides at room temperature with an α-aminoalkyl radical as a mediator. The protocol permits efficient functionalization of various α-trifluoromethyl arylalkene...

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Bibliographic Details
Published in:Organic letters 2021-09, Vol.23 (18), p.7306-7310
Main Authors: Yue, Fuyang, Dong, Jianyang, Liu, Yuxiu, Wang, Qingmin
Format: Article
Language:English
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Summary:Herein, we report a protocol for direct visible-light-mediated C–I difluoroallylation reactions of α-trifluoromethyl arylalkenes with alkyl iodides at room temperature with an α-aminoalkyl radical as a mediator. The protocol permits efficient functionalization of various α-trifluoromethyl arylalkenes with cyclic and acyclic primary, secondary, and tertiary alkyl iodides and is scalable to the gram level. This mild protocol uses an inexpensive mediator and is suitable for late-stage functionalization of complex natural products and drugs.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02905