Department of Chemistry, Zhengzhou University, Key Laboratory of Organic Chemistry and Chemical Biology, Henan Province, Zhengzhou, PR China.
Ultrason Sonochem. 2011 Mar;18(2):527-33. doi: 10.1016/j.ultsonch.2010.09.009. Epub 2010 Sep 29.
The 1,3-dipolar cycloaddition reaction between 7-(3-azidopropoxy)-5-hydroxyflavone and phenylacetylene was carried out to investigate the synthesis of 7-(3-(4-phenyl-1,2,3-triazol-1-yl)propoxy)- 5-hydroxyflavone in presence of ultrasound (sono-synthesis) and absence of ultrasound (conventional method) under relatively optimized solvent and catalyst conditions. The reaction rate was notably accelerated with the help of ultrasound irradiation. An experiment was especially carried out for investigating the acceleration mechanism of ultrasound on the cycloaddition. A novel series of chrysin derivatives linked with 1,2,3-triazoles were obtained by the copper(I)-catalyzed 1,3-dipolar Huisgen cycloaddition reaction using t-BuOH/H(2)O (1:1 v/v) as reaction solvents and CuSO(4)·5H(2)O/sodium ascorbate as the catalyst at room temperature in the presence of ultrasound irradiation. Their structures are elucidated by NMR, ESI MS, IR and Elemental analysis.
7-(3-叠氮丙氧基)-5-羟基黄酮与苯乙炔的 1,3-偶极环加成反应在超声（声合成）和无超声（常规方法）存在下进行，考察了在相对优化的溶剂和催化剂条件下合成 7-(3-(4-苯基-1,2,3-三唑-1-基)丙氧基)-5-羟基黄酮的情况。在超声辐射的帮助下，反应速率明显加快。特别进行了一项实验，以研究超声对环加成的加速机制。在超声辐射存在下，以 t-BuOH/H(2)O（1:1v/v）为反应溶剂，CuSO(4)·5H(2)O/抗坏血酸钠为催化剂，室温下通过铜（I）催化的 1,3-偶极 Huisgen 环加成反应，得到了一系列新型连接有 1,2,3-三唑的白杨素衍生物。通过 NMR、ESI MS、IR 和元素分析对它们的结构进行了阐明。
