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α-Alkylation of ketimines using visible light photoredox catalysis

Abstract:
A novel α-alkylation of N-diphenylphosphinoyl ketimines with α-bromocarbonyl compounds has been accomplished using visible light photoredox catalysis. The reaction proceeds under remarkably mild conditions: at 35 °C, in 20 hours, under blue light irradiation (1 W), in the presence of a tertiary amine and catalytic amounts of Ru- and Ni-based complexes. Chemoselective transformation of the products provides access to 1,4-dicarbonyl compounds, protected GABA analogues and γ-lactams.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1039/C7RA09248B

Authors


More by this author
Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry; Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry; Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Oxford college:
Wadham College
Role:
Author



Publisher:
Royal Society of Chemistry
Journal:
RSC Advances More from this journal
Volume:
7
Issue:
69
Pages:
43655-43659
Publication date:
2017-09-11
Acceptance date:
2017-08-22
DOI:
EISSN:
2046-2069
ISSN:
2046-2069


Keywords:
Pubs id:
pubs:730963
UUID:
uuid:6651190a-04e0-4f9c-9a96-68f8f132cfc1
Local pid:
pubs:730963
Source identifiers:
730963
Deposit date:
2017-11-05

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