Laboratorio de Catálisis Homogénea, Departamento de Química y Ciencias de los Materiales, Unidad Asociada al CSIC, Centro de Investigación en Química Sostenible (CIQSO), Campus de El Carmen s/n, Universidad de Huelva, 21007-Huelva, Spain.
J Am Chem Soc. 2011 Jan 19;133(2):191-3. doi: 10.1021/ja109732s. Epub 2010 Dec 20.
The reaction of 1-alkynes with acyl azides in the presence of [Tpm(,Br)Cu(NCMe)]BF(4) [Tpm(,Br) = tris(3,5-dimethyl-4-bromopyrazolyl)methane] as the catalyst provides 2,5-oxazoles in moderate to high yields. This is a novel transformation of the CuAAC type that constitutes a significant variation of the commonly observed [3 + 2] cycloaddition reaction to yield 1,2,3-triazoles.
1-炔烃在[Tpm(,Br)Cu(NCMe)]BF(4) [Tpm(,Br) = 三(3,5-二甲基-4-溴吡唑基)甲烷]作为催化剂的存在下与酰基叠氮化物反应,以中等至高产率提供 2,5-噁唑。这是 CuAAC 类型的一种新型转化,构成了通常观察到的[3 + 2]环加成反应生成 1,2,3-三唑的重要变化。