Metal ions and complexes in organic reactions. Part IX. Copper(I)-catalysed conversion of aryl halides into alkyl aryl ethers
作者:R. G. R. Bacon、S. C. Rennison
DOI:10.1039/j39690000312
日期:——
heterogeneous catalytic conditions, e.g., in solutions containing a suspension of copper(I) oxide, reaction could in some cases be diverted to nucleophilic sustitution (ArHal → ArOAlk) by operating with a substantially homogeneous liquid medium containing copper(I) salts as catalysts. In a suitably chosen reaction system, e.g., ArHal–NaOAlk–AlkOH–Cul–2,4,6-collidine, at ∼100–120°, high yields of ethers resulted
而醇钠还原芳基卤化物(ArHal →多相催化条件下,ARH)例如,在含有悬浮液的铜溶液(我),氧化反应可以在某些情况下被转移到亲核sustitution(ArHal →由具有基本上操作ArOAlk)含有铜(I)盐作为催化剂的均质液体介质。在适当选择的反应系统中,例如,ArHal–NaOAlk–AlkOH–Cul–2,4,6-可力丁在约100–120°的温度下,从正常的一元链烷醇衍生而来的醇盐导致醚的高收率,但还原反应通常以其他类型醇中的醇盐为主。由单环或多环芳基溴化物或碘化物,包括含有Me,OMe或CO 2 H基团作为核取代基的甲基或乙基醚(约80–100%)制备,可以举例说明这一过程。当OH或NH 2为取代基时,收率较低(约35–50%),这可能是由于它们参与竞争反应,而当NO 2,CHO或COMe为取代基时则未获得醚。