空间位阻二酰化1,2 - 苯二胺转化为2 - 取代苯并咪唑。
Conversion of sterically hindered diacylated 1,2-phenylenediamines into 2-substituted benzimidazoles.
作者信息
Charton Julie, Girault-Mizzi Sophie, Sergheraert Christian
机构信息
UMR CNRS 8525, Universite de Lille II, Institut de Biologie et Institut Pasteur de Lille, 1 rue du Professeur Calmette, B.P. 447, 59021 Lille cedex, France.
出版信息
Chem Pharm Bull (Tokyo). 2005 May;53(5):492-7. doi: 10.1248/cpb.53.492.
A series of bulky 2-substituted benzimidazoles was designed in order to find new leads for several biological targets. Formation by cyclodehydration from their monoacylated counterparts was shown to be strongly dependent upon the nature of the acyl group. In the case of a dicyclohexylmethyl group, cyclization was only observed in a p-toluenesulfonic acid/toluene mixture from the symmetrical diacylated precursor. Analysis of the mechanism was begun starting from mixed diacylated derivatives.
为了寻找针对多种生物靶点的新先导化合物，设计了一系列庞大的2-取代苯并咪唑。结果表明，由它们的单酰化对应物通过环脱水形成化合物的过程强烈依赖于酰基的性质。对于二环己基甲基基团的情况，仅在来自对称二酰化前体的对甲苯磺酸/甲苯混合物中观察到环化反应。从混合二酰化衍生物开始对反应机理进行了分析。
Zotero 插件