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dc.contributor.author
Reisenbauer, Julia C.
dc.contributor.author
Paschke, Ann-Sophie K.
dc.contributor.author
Krizic, Jelena
dc.contributor.author
Botlik, Bence B.
dc.contributor.author
Finkelstein Dobratz, Patrick
dc.contributor.author
Morandi, Bill
dc.date.accessioned
2023-12-19T13:58:55Z
dc.date.available
2023-12-13T09:57:42Z
dc.date.available
2023-12-19T13:58:55Z
dc.date.issued
2023-12-01
dc.identifier.issn
1523-7060
dc.identifier.issn
1523-7052
dc.identifier.other
10.1021/acs.orglett.3c03264
en_US
dc.identifier.uri
http://hdl.handle.net/20.500.11850/647259
dc.description.abstract
Recent advances in single-atom insertion reactions have opened up new synthetic approaches for molecular diversification. Developing innovative strategies to directly transform biologically relevant molecules, without any prefunctionalization, is key to further expanding the scope and utility of such transformations. Herein, the direct access to quinazolines and pyrimidines from the corresponding unprotected 1H-indoles and 1H-pyrroles is reported, relying on the implementation of lithium bis(trimethylsilyl)amide (LiHMDS) as a novel nitrogen atom source in combination with commercially available hypervalent iodine reagents. Further application of this strategy in late-stage settings demonstrates its potential in lead structure diversification campaigns.
en_US
dc.language.iso
en
en_US
dc.publisher
American Chemical Society
en_US
dc.title
Direct Access to Quinazolines and Pyrimidines from Unprotected Indoles and Pyrroles through Nitrogen Atom Insertion
en_US
dc.type
Journal Article
dc.date.published
2023-11-20
ethz.journal.title
Organic Letters
ethz.journal.volume
25
en_US
ethz.journal.issue
47
en_US
ethz.journal.abbreviated
Org. Lett.
ethz.pages.start
8419
en_US
ethz.pages.end
8423
en_US
ethz.grant
Shuttle Catalysis for Reversible Molecular Construction
en_US
ethz.grant
Catalytic synthesis of unprotected amines and heterocycles
en_US
ethz.identifier.wos
ethz.identifier.scopus
ethz.publication.status
published
en_US
ethz.leitzahl
ETH Zürich::00002 - ETH Zürich::00012 - Lehre und Forschung::00007 - Departemente::02020 - Dep. Chemie und Angewandte Biowiss. / Dep. of Chemistry and Applied Biosc.::02514 - Laboratorium für Organische Chemie / Laboratory of Organic Chemistry::09634 - Morandi, Bill / Morandi, Bill
ethz.leitzahl.certified
ETH Zürich::00002 - ETH Zürich::00012 - Lehre und Forschung::00007 - Departemente::02020 - Dep. Chemie und Angewandte Biowiss. / Dep. of Chemistry and Applied Biosc.::02514 - Laboratorium für Organische Chemie / Laboratory of Organic Chemistry::09634 - Morandi, Bill / Morandi, Bill
ethz.grant.agreementno
757608
ethz.grant.agreementno
184658
ethz.grant.fundername
EC
ethz.grant.fundername
SNF
ethz.grant.funderDoi
10.13039/501100000780
ethz.grant.funderDoi
10.13039/501100001711
ethz.grant.program
H2020
ethz.grant.program
Projekte MINT
ethz.date.deposited
2023-12-13T09:57:43Z
ethz.source
SCOPUS
ethz.eth
yes
en_US
ethz.availability
Metadata only
en_US
ethz.rosetta.installDate
2023-12-19T13:58:56Z
ethz.rosetta.lastUpdated
2024-02-03T08:07:44Z
ethz.rosetta.versionExported
true
ethz.COinS
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