1,2,3-Triazole as a special "X-factor" in promoting hashmi phenol synthesis.
(31)P NMR experiments revealed rapid decomposition of the Ph(3)PAu(+)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 (PR(3)), 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).
Chen
Yunfeng
Y
C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, USA.
Yan
Wuming
W
Akhmedov
Novruz G
NG
Shi
Xiaodong
X
D002384:Catalysis; D008024:Ligands; D015394:Molecular Structure; D050607:Organogold Compounds / Q000737:chemistry*; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry*
D008024:Ligands; D050607:Organogold Compounds; D010636:Phenols; D014230:Triazoles