4.8 Article

1,2,3-Triazole as a Special X-Factor in Promoting Hashmi Phenol Synthesis

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ORGANIC LETTERS
卷 12, 期 2, 页码 344-347

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AMER CHEMICAL SOC
DOI: 10.1021/ol902680k

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  1. NSF [CHE-0844602]
  2. DOE [DE-FC26-04NT42136, ACS-PRF-47843-GI]
  3. Division Of Chemistry
  4. Direct For Mathematical & Physical Scien [0844602] Funding Source: National Science Foundation

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P-31 NMR experiments revealed rapid decomposition of the Ph3PAu+TfO- complex in the presence of the furan-yne, which resulted in poor reactivity as reported in the literature. Therefore, Instead of tuning different ligands (PR3), the 1,2,3-triazole was applied as a special X-factor to stabilize the catalyst. The desired phenol products were prepared in excellent yields (1% cat. up to 95% yield) and chemoselectivity (>20:1).

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