Copper-Catalyzed Tandem CN Bond Formation: An Efficient Annulative Synthesis of Functionalized Cinnolines

Cinn‐tillating synthesis: The combination of a readily available copper catalyst, a simple hydrazide nucleophile, and established difunctionalized building blocks provides a new, flexible route to an under‐developed class of aromatic heterocycles, cinnolines (see scheme).

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Bibliographic Details
Published inAngewandte Chemie International Edition Vol. 51; no. 23; pp. 5718 - 5722
Main Authors Ball, Catherine J., Gilmore, Jeremy, Willis, Michael C.
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 04.06.2012
WILEY‐VCH Verlag
Wiley
Subjects
annulation
Bonding
Carbon - chemistry
Catalysis
Catalysts
Chemistry
Chemistry, Multidisciplinary
cinnolines
Copper
Copper - chemistry
copper catalysis
Cyclization
heterocycles
Heterocyclic Compounds, 2-Ring - chemical synthesis
Heterocyclic Compounds, 2-Ring - chemistry
Hydrazides
Hydrazines - chemistry
Nitrogen - chemistry
Nucleophiles
Physical Sciences
Science & Technology
Synthesis
tandem processes
ROUTE
cinnolines
NITROGEN-HETEROCYCLES
ANTICANCER AGENTS
copper catalysis
tandem processes
AMINATION
annulation
FACILE SYNTHESIS
LIGANDS
heterocycles
ALKENYL
ANTIFUNGAL
DERIVATIVES
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Summary:Cinn‐tillating synthesis: The combination of a readily available copper catalyst, a simple hydrazide nucleophile, and established difunctionalized building blocks provides a new, flexible route to an under‐developed class of aromatic heterocycles, cinnolines (see scheme).
Bibliography:EPSRC
This work was supported by the EPSRC and Eli Lilly.
Eli Lilly
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ArticleID:ANIE201201529
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1433-7851
1521-3773
1521-3773
DOI:10.1002/anie.201201529