Syntheses of Substituted 3-Methyleneisoindolin-1-ones By a Palladium-Catalyzed Sonogashira Coupling−Carbonylation−Hydroamination Sequence in Phosphonium Salt-Based Ionic liquids

2008 ◽  
Vol 10 (22) ◽  
pp. 5281-5284 ◽  
Author(s):  
Hong Cao ◽  
Laura McNamee ◽  
Howard Alper
2019 ◽  
Vol 15 ◽  
pp. 2907-2913 ◽  
Author(s):  
László Orha ◽  
József M Tukacs ◽  
László Kollár ◽  
László T Mika

It was demonstrated that the γ-valerolactone-based ionic liquid, tetrabutylphosphonium 4-ethoxyvalerate as a partially bio-based solvent can be utilized as alternative reaction medium for copper- and auxiliary base-free Pd-catalyzed Sonogashira coupling reactions of aryl iodides and functionalized acetylenes under mild conditions. Twenty-two cross-coupling products were isolated with good to excellent yields (72–99%) and purity (>98%). These results represent an example which proves that biomass-derived safer solvents can be utilized efficiently in common, industrially important transformations exhibiting higher chemical and environmental efficiency.


2010 ◽  
Vol 17 (1) ◽  
pp. 106-110 ◽  
Author(s):  
Xiao-Feng Wu ◽  
Basker Sundararaju ◽  
Helfried Neumann ◽  
Pierre H. Dixneuf ◽  
Matthias Beller

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