scholarly journals Ultrasound-promoted organocatalytic enamine–azide [3 + 2] cycloaddition reactions for the synthesis of ((arylselanyl)phenyl-1H-1,2,3-triazol-4-yl)ketones

2017 ◽  
Vol 13 ◽  
pp. 694-702 ◽  
Author(s):  
Gabriel P Costa ◽  
Natália Seus ◽  
Juliano A Roehrs ◽  
Raquel G Jacob ◽  
Ricardo F Schumacher ◽  
...  

The use of sonochemistry is described in the organocatalytic enamine–azide [3 + 2] cycloaddition between 1,3-diketones and aryl azidophenyl selenides. These sonochemically promoted reactions were found to be amenable to a range of 1,3-diketones or aryl azidophenyl selenides, providing an efficient access to new ((arylselanyl)phenyl-1H-1,2,3-triazol-4-yl)ketones in good to excellent yields and short reaction times. In addition, this protocol was extended to β-keto esters, β-keto amides and α-cyano ketones. Selanyltriazoyl carboxylates, carboxamides and carbonitriles were synthesized in high yields at short times of reaction under very mild reaction conditions.

2020 ◽  
Vol 7 (21) ◽  
pp. 3480-3485
Author(s):  
Ping Li ◽  
Boyu Zhu ◽  
Yao Xu ◽  
Zhiqiang Zhou ◽  
Guiwen Hu ◽  
...  

An efficient palladium-catalyzed one-pot synthesis of imidazoloindolines from 2-alkynyl arylazides under mild reaction conditions has been described.


2012 ◽  
Vol 77 (4) ◽  
pp. 407-413 ◽  
Author(s):  
Khalil Tabatabaeian ◽  
Hannaneh Heidari ◽  
Alireza Khorshidi ◽  
Manouchehr Mamaghani ◽  
Nosrat Mahmoodi

The one-pot domino Knoevenagel-type condensation/Michael reaction of aromatic, heteroaromatic and aliphatic aldehydes with 4-hydroxycoumarin in aqueous media in the presence of ruthenium salt as homogeneous catalyst was investigated. It was found that 5 mol% of RuCl3.nH2O catalyzes biscoumarin synthesis in high yields (70-95%) under optimised, mild, green and environmentally benign reaction conditions in short times (25-35min).


2017 ◽  
Vol 56 (2) ◽  
Author(s):  
Arturo Sánchez ◽  
Fernando Hernández ◽  
Paulo César Cruz ◽  
Yolanda Alcaraz ◽  
Joaquín Tamariz ◽  
...  

A simple, versatile, and efficient synthesis of 4<em>H</em>-pyran derivative compounds is achieved via a three-component cyclocondensation of aldehydes, malononitrile, and ethyl acetoacetate, using ammonium hydroxide as the catalyst, promoted by infrared irradiation. The present method offers several advantages, such as high yields, non hazardous reaction conditions as well as short reaction times.


2018 ◽  
Vol 62 (1) ◽  
Author(s):  
Jabbar Khalafy ◽  
Ramin Javahershenas

<p>A green approach for the synthesis of polyfunctionalized pyrrolo[2,3-<em>d</em>]pyrimidine derivatives was successfully achieved by a one-pot, three-component reaction of arylglyoxals, 6-amino-1,3-dimethyluracil and barbituric acid derivatives in the presence of tetra-<em>n</em>-butylammonium bromide (TBAB) (5 mol%) as the catalyst in ethanol at 50 °C. This protocol has many advantages such as high yields (73-95%), green and simple procedure, short reaction times, easy work-up, mild reaction conditions and general applicability.</p>


Synthesis ◽  
2022 ◽  
Author(s):  
Zhi-Wei Ma ◽  
Chuan-Chuan Wang ◽  
Quan-Jian Lv ◽  
Xiao-Pei Chen ◽  
Ai-Qin Li ◽  
...  

AbstractA new tertiary amine-squaramide organocatalyst has been developed and applied to the asymmetric Michael addition of cyclic diketones to β,γ-unsaturated α-keto esters. The catalyst system performed well with a low catalyst loading of 1 mol% under mild reaction conditions. A series of synthetically and pharmaceutically useful chiral bicyclic compounds were obtained in high yields (up to 97%) with excellent enantioselectivities (up to 99 % ee). Furthermore, this catalytic system can be used efficiently in large-scale reactions with the yields and enantioselectivities being maintained.


2013 ◽  
Vol 2013 ◽  
pp. 1-4
Author(s):  
Liangliang Han ◽  
Tao Wu ◽  
Zhongqiang Zhou

A simple and efficient procedure for the synthesis of 5-arylidenerhodanines by condensation of aromatic aldehydes with rhodanine in water using diammonium hydrogen phosphate as catalyst is described. The procedure offers several advantages including environmentally friendly, mild reaction conditions, short reaction times, high yields, and simple experimental and work-up procedures.


Synlett ◽  
2019 ◽  
Vol 31 (03) ◽  
pp. 267-271 ◽  
Author(s):  
Firouz Matloubi Moghaddam ◽  
Atiyeh Moafi ◽  
Behzad Jafari ◽  
Alexander Vilinger ◽  
Peter Langer

A regio- and diastereoselective synthesis of 2,3-dihydro-10b′H-spiro[indeno[1,2-b]quinoxaline-11,1′-pyrrolo[2,1-a]isoquinoline]-2′,3′-diylbis(phenylmethanone) derivatives containing four contiguous chiral stereocenters was achieved through 1,3-dipolar cycloaddition of isoquinolinium N-ylides in a one-pot three-component reaction. The desired products were obtained in short reaction times and in moderate to high yields (up to 92%) under relatively mild reaction conditions. The structure and relative stereochemistry of the desired product was confirmed by X-ray diffraction analysis.


SynOpen ◽  
2020 ◽  
Vol 04 (04) ◽  
pp. 89-95
Author(s):  
Swapan Majumdar ◽  
Barnali Deb ◽  
Ankita Chakraborty ◽  
Jewel Hossain

AbstractA robust and straightforward protocol has been developed for the synthesis of a diverse array of dimethyl acetal protected benz­imidazole-2-carboxaldehydes by reacting various 2-amino aniline derivatives with methyl 4,4-dimethoxy-3-oxobutanoate using the task-specific­ imidazolium ionic liquid (HBIm·TFA) as a promoter for N-C/C-N annulation processes. The present protocol offers several advantages over existing protocols, such as single-step process, short reaction times, very mild reaction conditions, high yields, ease of purification, recovery and reusability of the catalyst, and scale-up of the reaction.


2008 ◽  
Vol 2008 ◽  
pp. 1-4 ◽  
Author(s):  
Alireza Hasaninejad ◽  
Abdolkarim Zare ◽  
Ahmad Reza Moosavi-Zare ◽  
Fatemeh Khedri ◽  
Rahimeh Rahimi ◽  
...  

Aza-conjugate addition of phthalimide to α,β-unsaturated esters efficiently achieves in the presence of catalytic amount of Cs2CO3 and ionic liquid 1-butyl-3-methylimidazolium bromide ([bmim]Br) under mild reaction conditions (70°C) to afford N-alkyl phthalimides in high yields and relatively short reaction times.


2016 ◽  
Vol 11 (2) ◽  
pp. 3452-3458 ◽  
Author(s):  
Davood Azarifar ◽  
Ommolbanin Badalkhani ◽  
Kaveh Khosravi ◽  
Younes Abbasi

Leucine amino acid, has been explored as an effective catalyst for conversion of ketones and aldehydes into corresponding gem-dihydroperoxides using 30% aqueous hydrogen peroxide in acetonitrile at room temperature. The reactions proceed smoothly within short periods of time to provide the respective gem-dihydroperoxides in excellent yields. Mild reaction conditions, low reaction times, high yields, low environmental impact, use of non-expensive, recyclable and green catalyst are the main merits of the present method.


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