Mild persubstitution of di- and tetrabrominated arenes with arylthiolate nucleophiles
作者:Pablo G. Del Rosso、Marcela F. Almassio、Mattia Bruno、Raúl O. Garay
DOI:10.1016/j.tetlet.2010.10.069
日期:2010.12
A mild selective protocol was used to prepare tetrakis(2-chlorophenylthio)anthracene from tetrabromoanthracene and sodium 2-chlorobenzenethiolate avoiding the thiolate self-attack. The uncatalyzed nucleophilic substitution of a series of mono-, di-, and tetrabrominated arenes by arylthiolate ions was attempted in mild conditions to investigate the scope of the substitution reaction regarding the size
使用温和的选择性方案从四溴蒽和2-氯苯硫醇钠制备四(2-氯苯硫基)蒽,从而避免了硫醇盐的自攻。尝试在温和条件下用芳基硫醇盐离子对一系列单,二和四溴代芳烃进行未催化的亲核取代,以研究取代反应的范围,涉及芳族体系的大小以及溴原子的数量。在简单的后处理之后,成功的反应仅提供了具有良好纯度和高收率的全取代产物,并且四溴化物实现了Br对Cl取代基的化学选择性。