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

Jiaqi Jia; Yee Ann Ho; Raoul F. Bülow; Magnus Rueping

doi:10.1002/chem.201802907

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

Jiaqi Jia, Yee Ann Ho, Raoul F. Bülow, Magnus Rueping

Research output: Contribution to journal › Article › peer-review

43 Scopus citations

Abstract

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.

Original language	English (US)
Pages (from-to)	14054-14058
Number of pages	5
Journal	Chemistry - A European Journal
Volume	24
Issue number	53
DOIs	https://doi.org/10.1002/chem.201802907
State	Published - Aug 27 2018

Bibliographical note

KAUST Repository Item: Exported on 2020-04-23
Acknowledgements: Y.A.H. would like to thank Deutscher Akademischer Austauschdienst (DAAD) for a doctoral scholarship. The research leading to these results has received funding from the European Research Council under the European Union's Seventh Framework Programme (FP/2007–2013)/ERC Grant Agreement no. 617044 (SunCatChem).

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10.1002/chem.201802907

https://repository.kaust.edu.sa/bitstream/10754/628808/1/Accepted%20article.pdf

Cite this

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title = "Br{\o}nsted Base Assisted Photoredox Catalysis: Proton Coupled Electron Transfer for Remote C−C Bond Formation via Amidyl Radicals",

abstract = "The synthesis of alkyne- and alkene-decorated lactams has been achieved through a photoredox-initiated radical cascade reaction. The developed Br{\o}nsted 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.",

author = "Jiaqi Jia and Ho, {Yee Ann} and B{\"u}low, {Raoul F.} and Magnus Rueping",

note = "KAUST Repository Item: Exported on 2020-04-23 Acknowledgements: Y.A.H. would like to thank Deutscher Akademischer Austauschdienst (DAAD) for a doctoral scholarship. The research leading to these results has received funding from the European Research Council under the European Union's Seventh Framework Programme (FP/2007–2013)/ERC Grant Agreement no. 617044 (SunCatChem).",

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doi = "10.1002/chem.201802907",

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AU - Bülow, Raoul F.

AU - Rueping, Magnus

N1 - KAUST Repository Item: Exported on 2020-04-23 Acknowledgements: Y.A.H. would like to thank Deutscher Akademischer Austauschdienst (DAAD) for a doctoral scholarship. The research leading to these results has received funding from the European Research Council under the European Union's Seventh Framework Programme (FP/2007–2013)/ERC Grant Agreement no. 617044 (SunCatChem).

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N2 - 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.

AB - 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.

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ER -

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

Abstract

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