Modular Synthesis of gamma-Valerolactone-Based Ionic Liquids and Their Application as Alternative Media for Copper-Catalyzed Ullmann-type Coupling Reactions

作者：Orha Laszlo; Tukacs Jozsef M; Gyarmati Benjamin; Szilagyi Andras; Kollar Laszlo; Mika Laszlo T^*

来源：ACS Sustainable Chemistry and Engineering, 2018, 6(4): 5097-5104.

DOI：10.1021/acssuschemeng.7b04775

• gamma-Valerolactone
• Safer media
• Ionic liquids
• Ullmann-coupling
• Green chemistry
• Amination

A convenient procedure was developed for the manufacturing of partially bio-ionic liquids (ILs) from renewable gamma-valerolactone (GVL) and cheap and readily available tetraalkylphosphonium bromides with excellent (>99%) yields. The novel ionic liquids were characterized by their temperature dependent vapor pressure, density, viscosity, and conductivity. We have proven that these ILs can be a useful medium for copper-catalyzed Ullmann-type coupling reactions without the use of any ligand or additive, representing an environmentally benign tool for the synthesis of various amines. Twenty cross-coupling products were isolated with good to excellent yields (50-87%).

• 出版日期2018-4