The enantioselective trifluoromethylation of aromatic aldehydes by quaternary ammonium bromide and (IPr)CuF at low catalyst loading

2013 ◽  
Vol 148 ◽  
pp. 19-29 ◽  
Author(s):  
Shaoxiang Wu ◽  
Jiyi Guo ◽  
Muhammad Sohail ◽  
Chengyao Cao ◽  
Fu-Xue Chen
2021 ◽  
Vol 25 ◽  
Author(s):  
Neda Reihani ◽  
Hamzeh Kiyani

: An efficient synthesis of 4-arylidene-3-alkylisoxazole-5(4H)-ones has been implemented via the three-component cyclocondensation of aryl(heteroaryl)aldehydes with hydroxylamine hydrochloride and β-ketoesters. The potassium 2,5-dioxoimidazolidin-1-ide has been introduced as the new organocatalyst to facilitate of this heterocyclization. In the current process, three starting materials, including substituted benzaldehydes/heterocyclic aromatic aldehydes, hydroxylamine hydrochloride, and ethyl acetoacetate/propyl acetoacetate/butyryl acetoacetate have been successfully used for the synthesize of the number of substituted isoxazole-5(4H)-ones in good to high yields in ethylene glycol as a green reaction medium at 80 ºC. The low catalyst loading is also a main advantage over the some reported catalysts.


2020 ◽  
Vol 43 (1) ◽  
pp. 117-124
Author(s):  
Javad Safaei-Ghomi ◽  
Zahra Samadi

AbstractFe3O4@SiO2-L-proline nanoparticles have been used as an effective catalyst for the preparation of pyrimidines by three-component reactions of 1,3-dimethylbarbituric acid, aromatic aldehydes and 4-methyl aniline or 4-methoxy aniline under reflux condition in ethanol. Fe3O4@SiO2-L-proline nanoparticles have been characterized by scanning electronic microscopy (SEM), powder X-ray diffraction (XRD), vibrating sample magnetometer (VSM), thermal gravimetric analysis (TGA), energy dispersive X-ray (EDS), dynamic light scattering (DLS) and FT-IR spectroscopy. This method provides several advantages including, the reusability of the catalyst, low catalyst loading, atom economy, short reaction times and high yields of products.


2021 ◽  
Author(s):  
Zhenhao Zhang ◽  
Nazarii Sabat ◽  
Gilles Frison ◽  
Angela Marinetti ◽  
Xavier GUINCHARD

Gold(I) complexes of a new chiral phosphoric acid functionalized phosphine of the CPA-Phos series enable the enantioselective multicomponent reactions between aldehydes, hydroxylamines and cyclic yne-enones, leading to 3,4-dihydro-1H-furo[3,4-d][1,2]oxazines. This represents the first example of highly enantioselective multicomponent reaction in gold(I) catalysis. The reactions proceed at low catalyst loading, provide high yields, total diastereoselectivity and enantiomeric excesses up to 99%. Silver-free conditions can be applied. The method has a very broad scope, as it applies to both aliphatic and aromatic aldehydes and hydroxylamines, to a variety of cyclic yne-enones, as well as to yne-enone derived oximes. DFT calculations are reported that enlighten the enantiocontrol pathway.


2014 ◽  
Vol 2014 ◽  
pp. 1-5
Author(s):  
Mohammad Reza Nazarifar

Cobalt(II) chloride hexahydrate (CoCl2·6H2O) has been found to be an efficient catalyst for the one-pot synthesis of biscoumarin derivatives through a combination of aromatic aldehydes and 4-hydroxycoumarin in aqueous media at 70°C. Several types of aromatic aldehyde, containing electron-withdrawing groups as well as electron-donating groups, were used in the reaction and in all cases the desired products were synthesized successfully. The present approach offers remarkable advantages such as short reaction times, excellent yields, straightforward procedure, easy purification, environment friendliness, and low catalyst loading.


2018 ◽  
Vol 73 (3-4) ◽  
pp. 185-189 ◽  
Author(s):  
Hossein Shahbazi-Alavi ◽  
Seyed Hadi Nazemzadeh ◽  
Abolfazl Ziarati ◽  
Javad Safaei-Ghomi

AbstractAn easy and rapid method for the synthesis of propargylamines has been achieved through a three-component reaction of phenylacetylene, aromatic aldehydes, and morpholine or piperidine using nano-NiZr4(PO4)6under ultrasound irradiation. Atom economy, a wide range of products, excellent yields in short times, reusability of the catalyst, and low catalyst loading are some of the important features of this protocol.


2014 ◽  
Vol 79 (9) ◽  
pp. 1051-1058 ◽  
Author(s):  
Kshama Kundu ◽  
Sandip Nayak

(?)-Camphor-10-sulfonic acid (CSA) catalyzed condensation of 2-naphthol with both aliphatic/aromatic aldehydes at 80?C yielded 14-alkyl/aryl-dibenzoxanthenes as the sole product in high yields. However, the same condensation with benzaldehyde at 25?C afforded a mixture of intermediate 1,1-bis-(2-hydroxynaphthyl)phenylmethane and 14-phenyl-dibenzoxanthene while the condensation with aliphatic aldehydes at 25?C furnished the corresponding 14-alkyl-dibenzoxanthenes as the sole product. Moreover, condensation of 2-naphthol with aromatic/aliphatic aldehydes with low catalyst loading (2 mol%) was greatly accelerated under microwave irradiation to afford the corresponding 14-aryl/alkyl-dibenzoxanthenes as the sole product in high yields.


2018 ◽  
Vol 73 (1) ◽  
pp. 17-21 ◽  
Author(s):  
Samaneh Barkhordarion-Mohammadi ◽  
Javad Safaei-Ghomi

AbstractAmino-functionalized CoFe2O4@SiO2 nanoparticles have been used as an efficient catalyst for the preparation of 2,4-diamino-6-arylpyrimidine-5-carbonitrile derivatives by the one-pot reaction of aromatic aldehydes, malononitrile, and guanidine hydrochloride under conventional heating, microwave, and ultrasound irradiations. This method provides several advantages including mild reaction conditions, the reusability of the catalyst and low catalyst loading, and the use of microwave and ultrasonic irradiation as a valuable and powerful tool.


Author(s):  
Long Chen ◽  
Shi-Lu Zheng ◽  
Yun-Xiang Zou ◽  
Zhong Wen ◽  
Jiafu Lin ◽  
...  

Facile synthesis of 2-phosphorylated 2H-chromenes has been accomplished herein via a Y(OTf)3-catalyzed dehydrative coupling of 2H-chromene hemiacetals with P(O)-H compounds. This protocol features low catalyst loading, mild reaction conditions, broad...


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