Brønsted Base Assisted Photoredox Catalysis: Proton Coupled Electron Transfer for Remote C−C Bond Formation via Amidyl Radicals

The synthesis of alkyne‐ and alkene‐decorated lactams has been achieved through a photoredox‐initiated radical cascade reaction. The developed Brønsted base assisted, photoredox‐catalyzed, intramolecular 5‐exo‐trig cyclization/intermolecular radical addition/elimination reaction provides facile acce...

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Bibliographic Details
Published in:Chemistry : a European journal 2018-09, Vol.24 (53), p.14054-14058
Main Authors: Jia, Jiaqi, Ho, Yee Ann, Bülow, Raoul F., Rueping, Magnus
Format: Article
Language:English
Subjects:
Alkynes
Brønsted base
Cascade chemical reactions
Catalysis
Chemistry
Electron transfer
Functional groups
lactam derivatives
Photoredox catalysis
proton-coupled electron transfer (PCET)
radical reactions
sulfonyl radical
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Summary:The synthesis of alkyne‐ and alkene‐decorated lactams has been achieved through a photoredox‐initiated radical cascade reaction. The developed Brønsted base assisted, photoredox‐catalyzed, intramolecular 5‐exo‐trig cyclization/intermolecular radical addition/elimination reaction provides facile access to functionalized γ‐lactams, with good functional group tolerance and high yields. It′s like radical! A Brønsted base assisted, photoredox‐catalyzed, intramolecular 5‐exo‐trig cyclization/intermolecular radical addition/elimination cascade reaction which provides facile access to a broad range of functionalized γ‐lactams, with good functional group tolerance and good to high yields, was developed.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201802907