4.8 Article

Pd(0)-Catalyzed Iodoalkynation of Norbornene Scaffolds: The Remarkable Solvent Effect on Reaction Pathway

Journal

ORGANIC LETTERS
Volume 13, Issue 19, Pages 5072-5075

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol2022388

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Funding

  1. NSFC [21002025]
  2. Fundamental Research Funds for the Central Universities
  3. Shanghai Rising-Star Program [11QA1401700]
  4. Specialized Research Fund for the Doctoral Program of Higher Education [20100074120014]

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A palladium-catalyzed iodoalkynation of norbornene has been realized with the use of alkynyl iodides 1, which is found to be strongly solvent-dependent. MeCN favors 1,7-iodoalkylation product 3 while CCl4 leads to 1,2-iodoalkylation product 4.

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