14202-31-4Relevant academic research and scientific papers
Lithium chloride-assisted chemoselective conversion of aldehydes into geminal diacetates under solvent-free conditions
Bosco, J.W. John,Purkayastha,Raju, B. Rama,Saikia, Anil K.
, p. 1301 - 1305 (2005)
A mixture of lithium chloride and acetic anhydride was used for converting aldehydes into geminal diacetates under solvent-free conditions in high yields. Copyright Taylor & Francis, Inc.
P2O5/Al2O3 as an efficient heterogeneous catalyst for chemoselective synthesis of 1,1-diacetates under solvent-free conditions
Hajipour, Abdol R.,Zarei, Amin,Ruoho, Arnold E.
, p. 2881 - 2884 (2007)
An efficient and chemoselective method for the preparation of acylals from different aldehydes using P2O5/Al2O3 and acetic anhydride under solvent-free conditions.
Conversion of aldehydes into geminal dicarboxylates (acylals) catalyzed by lithium tetrafluoroborate
Sumida,Nishioka,Sato
, p. 1921 - 1922 (2001)
A variety of aldehydes react with acid anhydrides in the presence of a catalytic amount of lithium tetrafluoroborate to afford the corresponding geminal dicarboxylates (acylals) in good to excellent yields.
Preparation and deprotection of 1,1-diacetates (acylals) using zirconium sulfophenyl phosphonate as catalyst
Curini, Massimo,Epifano, Francesco,Marcotullio, Maria Carla,Rosati, Ornelio,Nocchetti, Morena
, p. 2709 - 2711 (2002)
Layered zirconium sulfophenyl phosphonate was found to be an efficient heterogeneous catalyst for the preparation and deprotection of 1,1-diacetates.
An efficient method for the synthesis of acylals from aldehydes under solvent-free conditions catalyzed by antimony trichloride
Bhattacharya, Asish K.,Mujahid, Mohammad,Natu, Arvind A.
, p. 128 - 134 (2008)
A mild and efficient method has been developed for the preparation of acylals from aldehydes catalyzed by antimony trichloride under solvent-free conditions in very good to excellent yields. The easy availability, low cost, and ease of handling of the catalyst make this procedure especially attractive for large-scale synthesis. Copyright Taylor & Francis Group, LLC.
Cerium(IV) triflate-catalyzed selective gem-diacetylation of aldehydes with acetic anhydride
Bosco, J. W. John,Saikia, Anil K.
, p. 77 - 84 (2008)
It has been observed that a catalytic amount (0.1 mol%) of cerium(IV) triflate afforded geminal diacetates from aldehydes with acetic anhydride in toluene at ambient temperature. Ketones are not affected under these reaction conditions. The reaction is rapid and mild with good to high yields. Copyright Taylor & Francis Group, LLC.
Application of poly(Vinylbenzyltrimethylammonium tribromide) resin as an efficient polymeric catalyst in the acetalization and diacetylation of benzaldehydes
Han, Bingbing,Hu, Junjun,Li, Xianwei,Zheng, Zubiao
supporting information, p. 287 - 293 (2021/04/28)
The applications of a new supported tribromide reagent (poly(vinylbenzyltrimethylammonium tribromide) resin) were reported. This supported tribromide resin was used as a catalyst in the acetalization and diacetylation of benzaldehydes under mild conditions with high efficiency. The effects of solvents, and amount of the supported tribromide resin on the reactions were investigated. Under the optimal conditions, most of acetal and 1,1-diacetates of benzaldehydes were selectively obtained in excellent yields.
The studies on chemoselective promiscuous activity of hydrolases on acylals transformations
Koszelewski, Dominik,Ostaszewski, Ryszard
, (2019/02/27)
Chemoselective, mild and convenient protocol for the hydrolysis of the synthetically relevant acylals via promiscuous enzyme-catalyzed hydrolysis has been developed. It has been shown that promiscuous activity of the used hydrolases dominates their native activity related with carboxylic esters hydrolysis. The main advantage of the present methodology is that it can be conducted under neutral conditions at room temperature. Moreover, complete deprotection of acylals takes place within 10–20 min. Developed protocol can be used with compounds having a variety of hydrolytic labile groups since the cleavage is proceeded under neutral conditions and occurs exclusively on acylal moiety. Further this protocol was extended by the tandem Passerini multicomponent reaction leading to the α-acetoxy amides using acylals as the surrogates of the carbonyl components to P-MCR.
Chemoselective synthesis of 1,1-diacetates under solvent-free condition using efficient heterogeneous ecofriendly catalyst: P2O5/kaolin
Rai, Nityanand,Sharma, Abha
, p. 340 - 344 (2019/05/21)
An efficient and chemoselective method for the preparation of acylals from different aldehydes and acetic anhydride using.....kaolin supported catalyst (P2O5). under solvent-free conditions is described herein. The present protocol offers several advantages including use of inexpensive and non-toxic catalyst support i.e., natural kaolin. Preparation of the supported catalyst is easy, the process is simple in operation, maintaining solvent free conditions, with short reaction times, high yields and affording selective protection of aldehyde in presence of ketone.
N-Propylsulfamic acid supported onto magnetic Fe3O4 nanoparticles (MNPs-PSA) as a green and reusable heterogeneous nanocatalyst for the chemoselective preparation and deprotection of acylals
Sajjadifar, Sami,Nasri, Parastoo
, p. 6677 - 6689 (2017/10/06)
Abstract: N-propylsulfamic acid supported onto magnetic Fe3O4 nanoparticles (MNPs-PSA) was simply synthesized and used as a highly efficient, environmentally friendly, and chemoselective catalyst for the synthesis of 1,1-diacetates (acylals) from the one-pot condensation reaction of various aromatic aldehydes with acetic anhydride, in high yield of products (86–96%) and short reaction time (20–60?min) under solvent-free conditions at room temperature. In addition to these results, we further studied the possibility of deprotection of the resulting acylals into benzaldehyde derivatives in this catalytic system by the addition of water. More importantly, noteworthy advantages of this study are non-use of toxic organic solvents and catalysts, simple work-up procedure, short reaction time, high yield of products, and recovery and reusability of MNPs-PSA by an external magnet. Graphical Abstract: A simple and highly efficient procedure for the protection of various aldehydes with acetic anhydride in the presence of N-propylsulfamic acid supported onto magnetic Fe3O4 nanoparticles (MNPs-PSA) is reported. We further studied the possibility of deprotection of the resulting acylals into benzaldehyde derivatives in this catalytic system by the addition of water as a green solvent. The catalyst was reused several times without loss of its catalytic activity.
