铋盐参与的芳基化近也有一些报道，且收率较相应的硼酸为好。它的反应条件更为温和，可以在室温条件下反应完全。铋盐除了可以对简单的酰胺进行芳酰胺化外，还可以对酰亚胺，脲以及磺胺等进行芳酰胺化。由于铋盐存放在空气中是稳定的，因此其反应操作简便。但是三芳基铋一般需要自制并且当芳环上有强吸电子基团时不易合成，这也是用三芳基铋进行芳酰胺化的局限性。当酰胺的N上没有取代基时，会发生二芳基化产物，所以三芳基铋较多用来内酰胺和仲酰胺的芳酰胺化。当底物位阻较大时，可以将溶剂换成氯仿， 从而提高反应的温度，反应的转化率也较高。

合成实例

A slurry of the substrate, triphylbismuth (1.1 eq), anhydrous Cu(OAc)2 (1.0 eq.), the teriary amine (1.0 eq.) in methylene chloride (2.5 ml / mmol of substrate) was stirred at room temperature for 24 hr. the products were isolated by direch flash column chromatography of

the crude reaction mixture with preabsorption on silica gel in 93%.

铋试剂的合成

General  Procedure  for the synthesis of triphenyl-bismuth:   

A flame-dried resealable tri-necked tube was charged with Grignard reagent (0.039mol) and 20 ml absolute benzene, was stirred in ice-bath.  BiCl3 (0.013mol) suspension in anhydrous THF was added dropwise to the mixture. After addition of BiCl3 the mixture was allow to warm to reflux for 40min.  Cooled by ice bath the reaction was quenched by saturated aqueous NH4Cl (12 g).  Followed by filtrations and filter cake was washed by CH2Cl2, filtrate was dried over anhydrous Na2SO4 and concentrated in vacuo, we can obtain white

solid triphenyl-bismuth (5 g, 88.5% yield).

来源：化学视角