4.7 Article

Beyond the Limits: Palladium-N-Heterocyclic Carbene-Based Catalytic System Enables Highly Efficient [4+2]Benzannulation Reactions

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 6, Pages 1149-1155

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201100983

Keywords

benzannulation; cycloaddition; N-heterocyclic carbenes; palladium catalysis; turnover number

Funding

  1. National Science Foundation [CHE-1112055]
  2. Direct For Mathematical & Physical Scien
  3. Division Of Chemistry [1112055] Funding Source: National Science Foundation

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A highly efficient catalytic system for the palladium-catalyzed [4+2] benzannulation reaction of enynes and enynophiles has been developed. The use of an N-heterocyclic carbene-based palladium precursor allowed us to achieve turnover numbers up to 1800. The new catalytic system has enabled an expansion of the scope of the [4+2]?homo-benzannulation reaction.

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