β,β-Dialkyl γ-amino γ-trifluoromethyl alcohols from trifluoromethyl (E)-aldimines by a one-pot solvent-free Mannich-type reaction and subsequent reduction

RSC Advances ◽  
2016 ◽  
Vol 6 (104) ◽  
pp. 101862-101868 ◽  
Author(s):  
Stefania Fioravanti ◽  
Federico Mancinelli ◽  
Luca Parise ◽  
Alessia Pelagalli ◽  
Lucio Pellacani ◽  
...  

A diastereoselective one-pot solvent-free Mannich-type addition of α-alkyl aldehydes to trifluoromethyl (E)-aldimines, which first act as bases and then as electrophiles, leads to β,β-dialkyl γ-amino γ-CF3 alcohols in good yields, after reduction.

2014 ◽  
Vol 19 (1) ◽  
pp. 87-101 ◽  
Author(s):  
Aziz Shahrisa ◽  
Reza Teimuri-Mofrad ◽  
Mahdi Gholamhosseini-Nazari
Keyword(s):  
One Pot ◽  

2015 ◽  
Vol 42 (4) ◽  
pp. 3425-3439 ◽  
Author(s):  
Reza Teimuri-Mofrad ◽  
Aziz Shahrisa ◽  
Mahdi Gholamhosseini-Nazari ◽  
Naser Arsalani

2019 ◽  
Vol 22 (2) ◽  
pp. 123-128
Author(s):  
Setareh Habibzadeh ◽  
Hassan Ghasemnejad-Bosra ◽  
Mina Haghdadi ◽  
Soheila Heydari-Parastar

Background: In this study, we developed a convenient methodology for the synthesis of coumarin linked to pyrazolines and pyrano [2,3-h] coumarins linked to 3-(1,5-diphenyl-4,5- dihydro-1H-pyrazol-3-yl)-chromen-2-one derivatives using Chlorosulfonic acid supported Piperidine-4-carboxylic acid (PPCA) functionalized Fe3O4 nanoparticles (Fe3O4-PPCA) catalyst. Materials and Methods:: Fe3O4-PPCA was investigated as an efficient and magnetically recoverable Nanocatalyst for the one-pot synthesis of substituted coumarins from the reaction of coumarin with a variety of aromatic aldehydes in high to excellent yield at room temperature under solvent-free conditions. The magnetic nanocatalyst can be easily recovered by applying an external magnet device and reused for at least 10 reaction runs without considerable loss of reactivity. Results and Conclusion: The advantages of this protocol are the use of commercially available materials, simple and an inexpensive procedure, easy separation, and an eco-friendly procedure, and it shows good reaction times, good to high yields, inexpensive and practicability procedure, and high efficiency.


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