Saint Petersburg State University , Saint Petersburg 199034 , Russia.
J Org Chem. 2019 Jul 5;84(13):8788-8795. doi: 10.1021/acs.joc.9b01367. Epub 2019 Jun 21.
A practically convenient protocol has been developed to convert a mixture of an aldehyde, aryl halide, and the Bestmann-Ohira reagent into disubstituted acetylene via a successive addition of base (CsCO) and a Pd(II) catalyst, allowing sufficient time after addition of each of these reagents for the tandem processes (Seyferth-Gilbert homologation and Sonogashira coupling) to occur. Notably, for the latter reaction, no copper catalyst was required.
现已开发出一种实用方便的方案，通过连续添加碱（CsCO）和 Pd(II) 催化剂，将醛、芳基卤化物和 Bestmann-Ohira 试剂的混合物转化为二取代乙炔，在添加每种试剂后，为串联反应（Seyferth-Gilbert 同系化和 Sonogashira 偶联）留出足够的时间。值得注意的是，对于后一反应，不需要铜催化剂。
