Synthesis of Indolo[2,1‑a]isoquinolines by Nickel-Catalyzed Mizoroki–Heck/Amination Cascade Reaction

An efficient Mizoroki–Heck/amination cascade reaction of o-dihaloarenes with cyclic imines was realized by combining nickel and a sterically bulky N-heterocyclic carbene ligand. This protocol provides access to a variety of indole­[2,1-a]­isoquinolines from readily available starting materials. This...

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Bibliographic Details
Published inOrganic letters Vol. 25; no. 1; pp. 158 - 162
Main Authors Wu, Chaoyi, Lin, Jin, Tian, Xu
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 13.01.2023
Amer Chemical Soc
Subjects
Amination
Catalysis
Chemistry
Chemistry, Organic
Indoles
Isoquinolines
Nickel
Physical Sciences
Science & Technology
RECEPTOR-BINDING AFFINITIES
AMINATION
HECK
HETEROCYCLES
COUPLING REACTIONS
ARYLATION
ARYL
INVERSION
INDOLES
C-H
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Summary:An efficient Mizoroki–Heck/amination cascade reaction of o-dihaloarenes with cyclic imines was realized by combining nickel and a sterically bulky N-heterocyclic carbene ligand. This protocol provides access to a variety of indole­[2,1-a]­isoquinolines from readily available starting materials. This cascade approach could be applied to produce straightforward synthesis of the natural product cryptowoline.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c03973