Transesterification of β-ketoesters catalyzed by hybrid materials based on silica sol–gel

Comparative study on the catalytic properties of amino-functionalized silica materials for the transesterification of dimethyl oxalate with phenol

“…[27][28][29][30][31][32][33] Notably, it was reported that some amino-functionalized materials were efficient catalysts for the transesterification reactions of esters (i.e., ethylene carbonate, diethylmalonate and β-ketoester) with alcohols. [34][35][36][37] During the past few years, our group has also carried out some work on developing novel heterogeneous catalysts for the transesterification of phenol with DMO, 15,18,38 and we just reported recently that cyclopentadienylfunctionalized mesoporous MCM-41 materials bearing weak basic sites were active catalysts for this reaction. 38 In the continuation of this work, several hybrid mesoporous MCM-41 materials containing different amino groups (such as 3-aminopropyl (AP-), (2-aminoethylamino) propyl (AAP-), or [2-(2-aminoethylamino)ethylamino] propyl (AEP-) group) were prepared by a post-grafting method, and their catalytic properties were investigated for the transesterification of DMO with phenol in the present work.…”

“…[15][16][17][18][19] Recently, the heterogenization of organic bases has become an interesting subject owing to a variety of basic compounds showing unusual performance for different catalytic reactions. [20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37] For example, amino-functionalized mesoporous materials have attracted much attention for their wide applications in Knoevenagel condensation, aldol reaction, nitroaldol reaction, Michael additions, and epoxide ring-opening reactions. [27][28][29][30][31][32][33] Notably, it was reported that some amino-functionalized materials were efficient catalysts for the transesterification reactions of esters (i.e., ethylene carbonate, diethylmalonate and β-ketoester) with alcohols.…”

A density functional theory study on lewis acid‐catalyzed transesterification of β‐oxodithioesters

“…Generally, transesterification does not occur without the presence of strong acids or bases (corresponding to harsh conditions) and is very wasteful, which does not meet the requirements of modern synthetic and green chemistry . Therefore, significant efforts have been dedicated to the design of effective and highly chemoselective and stereoselective catalysts, such as montmorillonite (MMT)‐clay‐exchanged sulphonic acid, iodine, silica‐based hybrid materials, K 5 CoW 12 O 40 ·3H 2 O, zinc(II) oxide, lanthanum(III), CeO 2 , and ionic liquid‐regulated sulfamic acid …”

Synthesis of Fatty Acetoacetates Under Microwave Irradiation Catalysed by Sulfamic Acid in a Solvent‐Free System

“…Primary, secondary, and tertiary alcohols have been tested in the presence of molecular sieves, which results in good acetoacetate yields [12]. The catalysts in the transesterification reaction vary and include new silica-based hybrid materials, triethylamine, boric acid, and triphenylphosphine [14][15][16][17].However, the development of a new method that enables transesterification in milder conditions should heighten the synthetic potential of the reaction. Considering the importance of acetoacetates, cleaner methodologies have been studied for their synthesis; solvent-free conditions [18] and replacement of catalysts [13] render the protocol to obtain Abstract The 1,3-dicarbonyl compounds are important building blocks to obtain products with various biological activities and technological applications.…”

“…Primary, secondary, and tertiary alcohols have been tested in the presence of molecular sieves, which results in good acetoacetate yields [12]. The catalysts in the transesterification reaction vary and include new silica-based hybrid materials, triethylamine, boric acid, and triphenylphosphine [14][15][16][17].…”