634-20-8Relevant articles and documents
REINVESTIGATION OF THE SYNTHETIC REACTION OF DIMETHYLAMINO-1,3-INDANDIONE.
Ito,Abe,Sasaki,Misono
, p. 2175 - 2176 (1983)
One step preparation of dimethylamino-1,3-indandione (1) from salicyladehyde with glycine betaine was reinvestigated. Reaction conditions to give the best yield of 1, characterization of a minor product (2-acetoxybenzylidene diacetate), and reaction pathw
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.
SiO2@FeSO4 nano composite as nanocatalyst for the green synthesis 1,1-diacetates from aldehydes under solvent-free conditions
KarimKoshteh, Mostafa,Bagheri, Marziyeh,Zeynizadeh, Behzad
, p. 2780 - 2783 (2016/07/12)
Aldehydes compounds selective converted to 1,1-diacetates as protective reagent with SiO2@FeSO4 nano composite as effective nano catalyst at room temperature under solvent-free condition and acetic anhydride (Ac2O) as acet
Green procedures for the chemoselective synthesis of acylals and their cleavage promoted by recoverable sulfonic acid based nanoporous carbon (CMK-5-SO3H)
Zareyee, Daryoush,Mirzajanzadeh, Ehsan,Khalilzadeh, Mohammad Ali
, p. 1229 - 1234 (2015/10/06)
A selective synthesis of gem-diacetates from the reaction of aldehydes and acetic anhydride in the presence of recyclable nanoporous solid sulfonic acid (CMK-5-SO3H) under solvent-free reaction conditions is reported. The catalyst was also found to be highly active for deprotection of resulting acylals in water. [Figure not available: see fulltext.]
Poly(4-vinylpyridinium) perchlorate as an efficient solid acid catalyst for the chemoselective preparation of 1,1-diacetates from aldehydes under solvent-free conditions
Khaligh, Nader Ghaffari
, p. 329 - 334 (2014/04/03)
Poly(4-vinylpyridinium) perchlorate has been used as a supported, recyclable, environmentally-benign catalyst for the formation of acylals from aliphatic and aromatic aldehydes in good to excellent yields under solvent-free conditions. Notably, the reaction conditions were tolerant of ketones. This methodology offers several distinct advantages, including its operational simplicity and high product yield, as well as being green in terms of avoiding the use of toxic catalysts and solvents. Furthermore, the catalyst can be recovered and reused several times without any loss in its activity.
Ultrasound assisted the chemoselective 1,1-diacetate protection and deprotection of aldehydes catalyzed by poly(4-vinylpyridinium)hydrogen sulfate salt as a eco-benign, efficient and reusable solid acid catalyst
Khaligh, Nader Ghaffari,Shirini, Farhad
, p. 19 - 25 (2013/01/15)
Poly(4-vinylpyridinium) hydrogen sulfate solid acid was found to be efficient catalyst for preparation of 1,1-diacetate using ultrasound irradiation at ambient temperature and neat condition. Deprotection of the resulting 1,1-diacetates were achieved using the same catalyst in methanol solvent under ultrasound irradiation at room temperature. This new method consistently has the advantage of excellent yields and short reaction times. Utilization of solvent free, simple reaction conditions, isolation, and purification makes this manipulation very interesting from an economic and environmental perspective. Further, the catalyst can be reused and recovered for several times.
Solvent-free catalytic preparation of 1,1-diacetates using a silica-supported functional ionic liquid as catalyst
Kang, Li Q.,Cai, Yue Q.,Cheng, Lin
, p. 247 - 249 (2013/07/27)
An efficient and convenient preparation of acylals from aldehydes and acetic anhydride, under solvent-free conditions, in the presence of a silica-supported functional ionic liquid, Si-[SbSipim][PF6], is reported. Si-[SbSipim][PF6] acts as a catalyst and can be recovered and reused four times without apparent loss of its catalytic activity.
A rapid, convenient and chemoselective synthesis of acylals from aldehydes catalyzed by reusable nano-ordered MCM-41-SO3H
Tourani, Hesam,Naimi-Jamal, Mohammad Reza,Dekamin, Mohammad Ghorban,Amirnejad, Meysam
, p. 1072 - 1076 (2013/02/22)
Acylals were prepared by direct condensation of aldehydes with acetic anhydride using nano-ordered MCM-41-SO3H as a heterogeneous catalyst under solvent-free conditions at room temperature in a very short reaction time and excellent yields. The catalyst is recyclable, non-toxic, neither air nor moisture sensitive, and easy to handle. High chemoselectivity toward aldehydes in the presence of ketones is another advantage of the present method which provides selective protection of aldehydes in their mixtures with ketones.
Introduction of N-sulfonic acid poly(4-vinylpyridinum) chloride as an efficient and reusable catalyst for the chemoselective 1,1-diacetate protection and deprotection of aldehydes
Shirini, Farhad,Jolodar, Omid Goli
experimental part, p. 61 - 69 (2012/04/17)
N-sulfonic acid poly(4-vinylpyridinium) chloride is easily prepared by the reaction of poly(4-vinylpyridine) with neat chlorosulfonic acid. This reagent can be used as an efficient catalyst for the preparation of 1,1-diacetates at room temperature and neat condition. Deprotection of the resulting 1,1-diacetates can also be achieved using the same catalyst in methanol. This new method consistently has the advantages of excellent yields and short reaction times. Further, the catalyst can be reused and recovered for several times.
Ultrasound-assisted synthesis of acylals catalyzed by stannum (IV) phosphomolybdate under solvent-free condition
Ai, Hong Mei,Liu, Qing
experimental part, p. 299 - 301 (2012/07/17)
An efficient method for the synthesis of acylals from different aldehydes and acetic anhydride in the presence of Keggin-type stannum (IV) phosphomolybdate under ultrasound irradiation at room temperature was achieved. This method provides a new and efficient protocol in terms of cost effective of catalyst, a wide scope of substrates, and simple work-up procedure.
