scholarly journals Beneficial Contribution of Biosourced Ionic Liquids and Microwaves in the Michael Reaction

Catalysts ◽  
2020 ◽  
Vol 10 (8) ◽  
pp. 814
Author(s):  
Katia Bacha ◽  
Kawther Aguibi ◽  
Jean-Pierre Mbakidi ◽  
Sandrine Bouquillon

We developed a synthesis of chiral ionic liquids from proline and one of its derivatives. Nine chiral ionic liquids were synthesized with yields from 78% to 95%. These synthesized ionic liquids played two roles in Michael reactions, as solvents, and as basic catalysts, where the ionic phase could also be reused at least five times without loss of activity. The yields up to 99% were improved by increasing the amount of dimethylmalonate from 1.2 equivalents to 3 or 4 equivalents. Furthermore, the reaction time could be reduced from 24 h to 45 min through microwaves activation.

2009 ◽  
Vol 15 (45) ◽  
pp. 12273-12282 ◽  
Author(s):  
Massimo Fabris ◽  
Vittorio Lucchini ◽  
Marco Noè ◽  
Alvise Perosa ◽  
Maurizio Selva

Synfacts ◽  
2006 ◽  
Vol 2006 (6) ◽  
pp. 0611-0611
Author(s):  
S. Luo ◽  
J.-P. Cheng ◽  
X. Mi ◽  
L. Zhang ◽  
S. Liu ◽  
...  

2014 ◽  
Vol 2014 ◽  
pp. 1-9 ◽  
Author(s):  
Kaoru Nobuoka ◽  
Satoshi Kitaoka ◽  
Tsutomu Kojima ◽  
Yuuki Kawano ◽  
Kazuya Hirano ◽  
...  

Chiral ionic liquids, starting from (S)-proline, have been prepared and evaluated the ability of a chiral catalyst. In Michael reaction of trans-β-nitrostyrene and cyclohexanone, all the reactions were carried out under homogeneous conditions without any solvent except for excess cyclohexanone. The chiral ionic liquid catalyst with the positive charge delocalized bulky pyrrolidinium cation shows excellent yields (up to 92%), diastereoselectivities (syn/anti = 96/4), and enantioselectivities (up to 95% ee) and could be reused at least three times without any loss of its catalytic activity. Such results demonstrated a promising new approach for green and economic chiral synthesis by using the chiral ionic liquids as a chiral catalyst and a chiral medium.


2014 ◽  
Vol 11 (2) ◽  
pp. 141-153 ◽  
Author(s):  
Karolina Zalewska ◽  
Luis C. Branco

1996 ◽  
Vol 45 (1) ◽  
pp. 137-139
Author(s):  
I. E. Sokolov ◽  
A. S. Zanina ◽  
S. I. Shergina ◽  
M. S. Shvartsberg

2002 ◽  
Vol 79 (2) ◽  
pp. 264 ◽  
Author(s):  
Thomas Poon ◽  
Bradford P. Mundy ◽  
Thomas W. Shattuck

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