Substituent influence on the indolization with pcl3 of some o,m,p-substituted phenylhydrazones
作者:Graziano Baccolini、Emanuela Marotta
DOI:10.1016/s0040-4020(01)82356-5
日期:1985.1
The indolization of deoxybenzoin o,m,p (Me, MeO, Cl), p-NO2 and m-EtO-phenylhydrazones (1) by the above reaction has been examined. All the reactions are carried out at room temperature and high yields of the corresponding indoles (2) are obtained even when -NO2 substituent is present. In this case longer reaction time is necessary. Alkoxyphenylhydrazones give the corresponding indoles (2) in high
已经研究了通过上述反应对脱氧苯偶姻o,m,p(Me,MeO,Cl),p-NO 2和间-EtO-苯hydr (1)进行了吲哚化。所有反应均在室温下进行,即使存在-NO 2取代基,也可获得高产率的相应的吲哚(2)。在这种情况下,需要更长的反应时间。烷氧基苯基hydr酮以高收率得到相应的吲哚(2),而没有显示确实存在于这些衍生物的几种费歇尔路线中的副反应。间取代的苯hydr(1)得到4-和6-取代的吲哚的混合物,其中6-异构体始终是普遍的,这是Fischer反应所不固有的特征。区域选择性通过取代基的空间位阻的增加而增强。该反应还可以在0℃下进行,其区域选择性进一步提高。