4.8 Article

Gold-Catalyzed Oxidative Cross-Coupling of Terminal Alkynes: Selective Synthesis of Unsymmetrical 1,3-Diynes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 38, Pages 13174-13177

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja5078365

Keywords

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Funding

  1. NSF [Career CHE-1362057, CHE-1228336]
  2. NSFC [21228204]
  3. Direct For Mathematical & Physical Scien [1228336] Funding Source: National Science Foundation
  4. Division Of Chemistry [1228336] Funding Source: National Science Foundation
  5. Division Of Chemistry
  6. Direct For Mathematical & Physical Scien [1362057] Funding Source: National Science Foundation
  7. Division Of Chemistry
  8. Direct For Mathematical & Physical Scien [1619590] Funding Source: National Science Foundation

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Gold-catalyzed oxidative cross-coupling of allcynes to unsymmetrical diynes has been achieved for the first time. A N,N-ligand (1,10-Phen) and PhI(OAc())2 were identified as crucial factors to promote this transformation, giving the desired cross-coupled conjugated diynes in excellent heteroselectivity (>10:1), in good to excellent yields, and with large substrate tolerability.

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