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

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journal contribution
posted on 15.01.2010, 00:00 by Yunfeng Chen, Wuming Yan, Novruz G. Akhmedov, Xiaodong Shi
31P 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).