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Dearomative photocatalytic construction of bridged 1,3-diazepanes

Abstract:

The construction of diverse sp3 -rich skeletal ring systems is of importance to drug discovery programmes and natural product synthesis. Herein, we report the photocatalytic construction of 2,7-diazabicyclo[3.2.1]octanes (bridged 1,3-diazepanes) via a reductive diversion of the Minisci reaction. The fused tricyclic product is proposed to form via radical addition to the C4 position of 4-substituted quinoline substrates, with subsequent Hantzsch ester-promoted reduction to a dihydropyridine in...

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Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/anie.201914390

Authors


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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Chemistry Research Laboratory
Role:
Author
ORCID:
0000-0001-6997-184X
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Chemistry Research Laboratory
Role:
Author
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Chemistry Research Laboratory
Role:
Author
ORCID:
0000-0002-6062-8209
More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Chemistry Research Laboratory
Role:
Author
ORCID:
0000-0003-2456-5236
More from this funder
Name:
Canadian Network for Research and Innovation in Machining Technology, Natural Sciences and Engineering Research Council of Canada
Grant:
1923532
Publisher:
Wiley
Journal:
Angewandte Chemie International Edition More from this journal
Volume:
59
Issue:
10
Pages:
4121-4130
Publication date:
2020-01-27
Acceptance date:
2019-12-04
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
Pmid:
31914213
Language:
English
Keywords:
Pubs id:
1084037
Local pid:
pubs:1084037
Deposit date:
2020-04-14

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