- Palladium-Catalyzed Direct Dicarbonylation of Amines with Ethylene to Imides
-
The selective and effective conversion of low-cost and simple bulk chemicals into high value-added products through catalytic strategy has a wide range of practical significance. Here, a palladium-catalyzed method for the direct and efficient dicarbonylation of amines with basic industrial feedstock ethylene to imide has been developed. Moderate to excellent yields of the desired imides can be produced from readily available amines in a straightforward manner.
- Kuai, Chang-Sheng,Wang, Le-Cheng,Wu, Xiao-Feng,Xu, Jian-Xing
-
supporting information
(2022/01/04)
-
- Preparation method of
-
The preparation method comprises the following steps 1-11: Wherein. ROH (Formula X) is a chiral alcohol and the like, PG is a hydroxy protecting group, a compound of Formula VI and a compound of Formula V are the chiral auxiliary of the present invention. To the invention, the chiral auxiliary base ROH compound and the chiral alcohol X (Formula VI) are used for preparing the chiral auxiliary base-type compound of formula V IV and the compound of Formula XI, and the compound of formula IV can be prepared through three-step simple operation steps of chiral auxiliary base. Be applicable to industrial production.
- -
-
Paragraph 0087-0090
(2021/09/15)
-
- Highly Productive and Enantioselective Enzyme Catalysis under Continuous Supported Liquid–Liquid Conditions Using a Hybrid Monolithic Bioreactor
-
Enzyme-containing ionic liquids (ILs) were immobilized in cellulose-2.5-acetate microbeads particles embedded in a porous monolithic polyurethane matrix. This bioreactor was used under continuous liquid-liquid conditions by dissolving the substrates in a nonpolar organic phase immiscible with the ILs, thereby creating a biphasic system. Lipases (candida antarctica lipase B, CALB, candida rugosa lipase, CRL) were used to catalyze the enantioselective transesterification of racemic (R,S)-1-phenylethanol with vinyl butyrate and vinyl acetate, the esterification of (+/-)-2-isopropyl-5-methylcyclohexanol with propionic anhydride and the amidation of (R,S)-1-phenylethylamine with ethyl methoxyacetate. With this unique setup, very high productivities, that is, turnover numbers (TONs) up to 5.1×106 and space-time yields (STYs) up to 28 g product L?1 h?1, exceeding the corresponding values for batch-type reactions by a factor of 3100 and 40, respectively, were achieved while maintaining or even enhancing enantioselectivity compared to batch reactions via kinetic resolution. To our best knowledge, this is the first continuously operated bioreactor using supported liquid-liquid conditions that shows these features in the synthesis of chiral esters and amides.
- Sandig, Bernhard,Buchmeiser, Michael R.
-
p. 2917 - 2921
(2016/11/02)
-
- An extremely efficient and green method for the acylation of secondary alcohols, phenols and naphthols with a deep eutectic solvent as the catalyst
-
The typical deep eutectic solvent [CholineCl][ZnCl2]3, easily prepared from choline chloride and zinc chloride, is green and useful for the acylation of secondary alcohols, phenols, and naphthols with acid anhydrides. Its efficiency allows the acylation of sterically hindered secondary alcohols and acid anhydrides to proceed in high yield under mild condition. The catalyst is cheap, easy to handle, conveniently synthesized in a single step, and recyclable for several times without significant loss of catalytic activity.
- Nguyen, Hai Truong,Tran, Phuong Hoang
-
p. 98365 - 98368
(2016/10/31)
-
- Synthesis, antimicrobial evaluation, and QSAR analysis of 2-isopropyl-5-methylcyclohexanol derivatives
-
A series of 2-isopropyl-5-methylcyclohexanol derivatives were synthesized and evaluated for their antibacterial activity against Gram-positive Staphylococcus aureus and Bacillus subtilis and Gram-negative Escherichia coli and in vitro antifungal activity against Candida albicans and Aspergillus niger. The results of antimicrobial activity demonstrated that the compounds 10, 20, and 21 were the most active ones among the synthesized compounds. The QSAR studies revealed the importance of dipole moment (μ), total energy (Te), and topological parameters (κ1 and κ3) in describing the antimicrobial activity of 2-isopropyl-5-methylcyclohexanol derivatives. Springer Science+Business Media, LLC 2011.
- Singh, Manjeet,Kumar, Sunil,Kumar, Ashwani,Kumar, Pradeep,Narasimhan, Balasubramanian
-
experimental part
p. 511 - 522
(2012/08/07)
-
- pH memory of immobilized lipase for (±)-menthol resolution in ionic liquid
-
Magnetic DEAE-GMA-EDMA microspheres were prepared via suspension polymerization and used for the immobilization of Candida rugosa lipase by ion exchange. The effect of pH values on the immobilization of lipase was investigated. Resolution of (±)-menthol in the hydrophobic ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate was performed by immobilized lipase-catalyzed enantioselective esterification with propionic anhydride as acyl donor. The effects of pH condition at lipase immobilization on the conversion and enantioselectivity were investigated. As a result, pH memory of the immobilized lipase for catalyzing (±)-menthol resolution in the ionic liquid was observed. Better conversion and the best enantioselectivity were obtained with the immobilized lipase prepared at pH 5.0. Under the condition, (-)-menthyl propionate with enantiomeric excess of >90% was obtained. Moreover, the enantioselectivity of the immobilized lipase decreased gradually with increasing pH value.
- Ren, Meng-Yuan,Bai, Shu,Zhang, Dong-Hao,Sun, Yan
-
experimental part
p. 2388 - 2391
(2010/01/14)
-
- Homobenzotetramisole: An effective catalyst for kinetic resolution of aryl-cycloalkanols
-
Homobenzotetramisole (HBTM), a ring-expanded analogue of the previously reported catalyst BTM, displays higher catalytic activity and a different structure-selectivity profile. It displays good enantioselectivities in kinetic resolution of secondary benzylic alcohols but is particularly effective for 2-aryl-substituted cycloalkanols.
- Birman, Vladimir B.,Li, Ximin
-
supporting information; experimental part
p. 1115 - 1118
(2009/04/07)
-
- Catalytic esterification of alcohols, carboxylic acids and transesterification reactions with cerium(IV) triflate
-
Esterification reactions of alcohols with acetic, chloroacetic, trifluoroacetic, propionic, stearic, and benzoic acids were catalyzed with Ce(OTf)4 in a solvent or under solvent-free conditions with high yields. The formylation and acetylation of primary and secondary alcohols were also easily achieved in ethyl formate and ethyl acetate. A high retention of the configuration was observed in the acetylation and formylation of (-)-menthol.
- Iranpoor, Nasser,Shekarriz, Marzieh
-
p. 455 - 458
(2007/10/03)
-
- Stereoselective acylation of DL-menthol in organic solvents by an immobilized lipase from Pseudomonas cepacia with vinyl propionate
-
An effective lipase-catalyzed stereoselective transesterification of (±)-menthol in organic solvent with vinyl propionate as acylating agent is described. Immobilization by adsorption and the presence of molecular sieves improved the formation of (±)-menthyl propionate by lipase (PS-30) from Pseudomonas cepacia. The reaction time course, mole ratio of substrates, temperature, amount of enzyme, as well as the effect of various organic solvents, were examined for their influence on the enzymatic stereoselective formation of (-)-menthyl propionate. Among the parameters studied, the stereospecificity toward (-)-menthol decreased significantly as temperature increased but the yields of both enantiomers increased. Organic solvents with log P(partition coefficient) values above 3.5 gave higher yield and stereoselectivity than solvents with lower log P values.
- Wu,Akoh,Phillips
-
p. 435 - 439
(2007/10/03)
-