Synthesis and reactivity of benzylic sulfonium salts: benzylation of phenol and thiophenol under near-neutral conditions
作者:Julie Forrester、Ray V.H Jones、Lee Newton、Peter N Preston
DOI:10.1016/s0040-4020(01)00137-5
日期:2001.4
- and related hydrogensulfate salts have been synthesized from the ternary system ArCH2OH:H2SO4: Me2S or tetrahydrothiophene. The salts are generally stable crystalline solids, but anomalously high reactivity is observed for 9-(anthrylmethyl)dimethylsulfonium hydrogensulfate. Selected sulfonium salts have been used for the O- and S-benzylation of phenol and thiophenol, respectively, in a two phase
从三元体系ArCH 2 OH:H 2 SO 4:Me 2 S或四氢噻吩合成了一系列苄基二甲基ulf盐和相关的硫酸氢盐。所述盐通常是稳定的结晶固体,但是对于9-(蒽甲基)二甲基ulf硫酸氢盐观察到异常高的反应性。在接近中性的两相体系中,已选择的sulf盐分别用于苯酚和硫酚的O-和S-苄基化。还描述了在碱性条件下肟和苯并咪唑的苄基化。