Journal
ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 10, Issue 9, Pages 2374-2378Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202100211
Keywords
alkenylation; 1-arylpyrazoles; C− H activation; maleimide; ruthenium
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Funding
- National Research Foundation of Korea (NRF) - Korean government (MSIT) [2021R1A2B5B02002436]
- National Research Foundation of Korea [2021R1A2B5B02002436] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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A ruthenium(II)-catalyzed switchable ortho functionalization of 1-arylpyrazoles with maleimides has been developed, allowing for the selective installation of diverse succinimides and maleimides substituents on the aromatic ring of 1-arylpyrazoles via alkylation and alkenylation under acidic and basic conditions. This methodology features broad substrate scope, high functional group tolerance, selective functionalization, and superior reactivity.
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.
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