Ruthenium(II)‐Catalyzed Direct Ortho Functionalization of 1‐Arylpyrazoles with Maleimides: A Condition Controlled Installation of Succinimides and Maleimides on Arenes

Ruthenium(II)‐catalyzed switchable ortho functionalization of 1‐arylpyrazoles with maleimides is developed in this study. This divergent reaction proceeds via five‐membered ruthenacycle formation and selectively installs diverse succinimides and maleimides substituents on the aromatic ring of 1‐aryl...

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Bibliographic Details
Published in:Asian journal of organic chemistry 2021-09, Vol.10 (9), p.2374-2378
Main Authors: Nale, Sagar D., Thombal, Raju S., Lee, Yong Rok
Format: Article
Language:English
Subjects:
1-arylpyrazoles
alkenylation
Alkylation
Aromatic compounds
C−H activation
Functional groups
maleimide
Organic chemistry
Ruthenium
Ruthenium compounds
Substrates
Succinimides
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Summary:Ruthenium(II)‐catalyzed switchable ortho functionalization of 1‐arylpyrazoles with maleimides is developed in this study. This divergent reaction proceeds via five‐membered ruthenacycle formation and selectively installs diverse succinimides and maleimides substituents on the aromatic ring of 1‐arylpyrazoles through alkylation and alkenylation under acidic and basic conditions. This methodology features broad substrate scope, high functional group tolerance, selective functionalization, and superior reactivity. An efficient condition controlled methodology for the installation of maleimides and succinimides on arenes via ruthenium(II) catalyzed C−H bond activation is developed.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.202100211