scholarly journals LiHSO4/SiO2as a New, Efficient and Reusable Catalytic System for the Chemoselective Conversion of Aldehydes to Acylals under Solvent-Free Conditions

2009 ◽  
Vol 6 (s1) ◽  
pp. S390-S396 ◽  
Author(s):  
Abdolkarim Zare ◽  
Alireza Hasaninejad ◽  
Esmael Rostami ◽  
Ahmad Reza Moosavi-Zare ◽  
Maria Merajoddin ◽  
...  

A highly efficient, green and expeditious solvent-free method is described for the chemoselective conversion of aldehydes to the corresponding acylals in excellent yields, using acetic anhydride in the presence of catalytic amount (20 mol%) of silica-supported LiHSO4. Ketones does not react under these reaction conditions. LiHSO4/SiO2can be recovered and reused without any significant loss of its catalytic activity.

2008 ◽  
Vol 86 (12) ◽  
pp. 1099-1104 ◽  
Author(s):  
Ahmed Kamal ◽  
M Naseer A Khan ◽  
Y VV Srikanth ◽  
K Srinivasa Reddy

A simple and highly efficient method has been developed for the tetrahydropyranylation of alcohols by their reaction with 3,4-dihydro-2H-pyran (DHP) using a catalytic amount (0.01–1 mol%) of aluminium triflate under solvent-free conditions. The effect of various factors like temperature, amount of the catalyst, and molar ratio of substrates on the reaction conditions has also been studied. The comparative study of tetrahydropyranylation of benzyl alcohol using various catalysts including some reported ones shows the efficiency of this catalyst.Key words: tetrahydropyranylation, aluminium triflate, alcohols, catalysis.


2020 ◽  
Vol 07 ◽  
Author(s):  
Naoures Jamel Eddine ◽  
Fayçal Jennen ◽  
Yakdhane Kacem ◽  
Jamil Kraiem

Background: Acetylation of protic nucleophiles is used to protect these functional groups. Most of the methods described in the literature use solvents, one equivalent or more of toxic bases or expensive and toxic catalysts. Therefore, new methodologies are still in demand, above all, greener and more economical procedures. Objective: An eco-efficient method developed for acetylation of alcohols, phenols, thiols, amines and carbohydrates, using acetic anhydride and a catalytic amount of the environmentally benign and inexpensive FeCl3.6H2O under solvent free conditions. Methods: Acetylation of a variety of protic nucleophiles was performed using 0.2 mol % of FeCl3.6H2O as the catalyst, and 1.2 equiv. as the acetylating agent at room temperature and under solvent free conditions. Results: Our procedure appears to be highly efficient and promoted rapid and quantitative acetylation under simple and minimum manipulation. Chromatography or recrystallization were generally not necessary for the purification of products. Conclusion: This eco-friendly protocol appears to be potentially universally applicable in organic design to protect protic nucleophiles and potentially scalable for industrial fields.


2012 ◽  
Vol 90 (2) ◽  
pp. 167-172 ◽  
Author(s):  
Pranjal P. Bora ◽  
H. Atoholi Sema ◽  
Barisha Wahlang ◽  
Ghanashyam Bez

A catalytic amount (2 mol %) of phosphotungstic acid (PTA) is sufficient to synthesize homoallylic alcohol in excellent yields from aldehyde with allyltributylstannane upon grinding under solvent-free reaction conditions. Easy handling, very short reaction time, solvent-free reaction conditions, and aqueous workup free isolation protocol may make our method very useful for synthetic chemists.


e-Polymers ◽  
2005 ◽  
Vol 5 (1) ◽  
Author(s):  
Abdelmajid Memmi ◽  
Robert Granet ◽  
Yves Champavier ◽  
Pierre Krausz

AbstractAcetylation of cellulose by acetic anhydride was found to be catalysed quantitatively by iodine under solvent-free conditions at room temperature. Cellulose acetates were characterised by 1H NMR spectroscopy.


2019 ◽  
Vol 51 (2) ◽  
pp. 289-295
Author(s):  
Y. Guo ◽  
J. Sun ◽  
F. Guo ◽  
Yu. He ◽  
P. Chen

The Friedel-Crafts acylation of 2-methoxynaphthalene (2-MN) with acetic anhydride (AA) was carried out in the ionic liquid (IL) butylpyridinium tetrafluoroborate ([BPy]BF4) using phosphotungstic acid (H3PW12O40) as the catalyst. The [BPy]BF4-mediated 2-MN acylation displays good conversion and selectivity towards 1-acyl-2-methoxynaphthalene (1-AC-2-MN), with 70.4% conversion of 2-MN and 96.4% selectivity to 1-AC-2-MN obtained under the optimal conditions. Owing to the rearrangement of 1-AC-2-MN, 6-acyl-2-methoxynaphthalene (6-AC-2-MN) can be detected after 1 h of reaction time, with the highest 6-AC-2-MN yield of 11.3% obtained under the examined reaction conditions. The system can be recycled and reused at least 6 times without significant loss of activity, indicating the good stability of the H3PW12O40/[BPy]BF4 catalytic system.


2012 ◽  
Vol 90 (5) ◽  
pp. 464-468 ◽  
Author(s):  
Daryoush Zareyee ◽  
Abdollah Razaghi Ghadikolaee ◽  
Mohammad A. Khalilzadeh

The catalytic activity of highly thermal stable, hydrophobic, and complete heterogeneous propylsulfonic acid functionalized nanostructured SBA-15 for excellent acetylation of alcohols and phenols with acetic anhydride at ambient temperature in solvent-free conditions was examined under environmentally benign reaction conditions. The salient features of this protocol are the absence of solvent, a green experimental procedure, and simple reusability of the catalyst (at least five reaction cycles).


2011 ◽  
Vol 65 (6) ◽  
Author(s):  
Xin-Bin Yang ◽  
Xiang-Kai Fu ◽  
Yu Huang ◽  
Ren-Quan Zeng

AbstractZirconium(IV) 4-sulphophenylethyliminobismethylphosphonate (ZSBEDP) was prepared and characterised by elemental analysis, IR, TG-DSC, and XRD. ZSBEDP was found to be an efficient catalyst for the Biginelli reaction of aromatic aldehyde, ethyl acetoacetate, and urea or thiourea under solvent-free conditions so as to give 3,4-dihydropyrimidones in good to excellent yields. The catalyst can be separated by simple filtration and reused without significant loss of its catalytic activity.


2009 ◽  
Vol 87 (8) ◽  
pp. 1122-1126 ◽  
Author(s):  
Mona Hosseini-Sarvari

Commercially available zirconia (ZrO2) is reported as an extremely efficient catalyst for the synthesis of quinolines. A one-step reaction of 2-aminoarylketones and a carbonyl compound (Friedlander reaction) took place under solvent-free conditions to afford the corresponding quinolines in good-to-high yields in the presence of ZrO2. Furthermore, the catalyst is reused several times without any significant loss of its catalytic activity.


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