Prochiral alkyl-aminomethyl ketones as convenient precursors for efficient synthesis of chiral (2,3,5)-tri-substituted pyrrolidines via an organo-catalysed tandem reaction

RSC Advances ◽  
2016 ◽  
Vol 6 (61) ◽  
pp. 55764-55767 ◽  
Author(s):  
Yuming Song ◽  
Ke Li ◽  
Tao Shu ◽  
Yamei Xie ◽  
Yixin Zhang ◽  
...  
Keyword(s):  
Secondary Amine ◽  
Tandem Reaction ◽  
Efficient Synthesis ◽  
Tandem Process ◽  
High Yields

2-Alkanoyl-3-aryl-5-hydroxy pyrrolidines were prepared in high yields and ees via a secondary amine catalyzed tandem process.

One-pot atom-efficient synthesis of bio-renewable polyesters and cyclic carbonates through tandem catalysis

2015 ◽  
Vol 51 (40) ◽  
pp. 8504-8507 ◽  
Author(s):  
Fan Jia ◽  
Xiaoyu Chen ◽  
Yan Zheng ◽  
Yusheng Qin ◽  
Youhua Tao ◽  
...  
Keyword(s):  
Tandem Reaction ◽  
Cyclic Carbonates ◽  
Tandem Catalysis ◽  
Efficient Synthesis ◽  
One Pot ◽  
One Pot Synthesis ◽  
Salen Complexes ◽  
High Yields ◽  
First Time

One-pot synthesis of well-defined bio-renewable polyesters and cyclic carbonates in high yields was successfully realized for the first time by way of a tandem reaction using metal salen complexes as catalysts.

scholarly journals Efficient synthesis of diarylidene octahydroacridines by one-pot multi-component tandem reactions

2008 ◽  
Vol 6 (3) ◽  
pp. 404-409 ◽  
Author(s):  
Qi-Fang Wang ◽  
Chao-Guo Yan
Keyword(s):  
Microwave Irradiation ◽  
Aromatic Aldehydes ◽  
Tandem Reaction ◽  
Tandem Reactions ◽  
Efficient Synthesis ◽  
One Pot ◽  
Molar Equivalent ◽  
High Yields

AbstractA one-pot multi-component reaction is developed for the efficient synthesis of 4,5-dibenzylidene octahydroacridines in high yields. The reaction is performed by the tandem reaction of three molar equivalent aromatic aldehydes with two molar equivalent 4-alkylcyclohexanone in the system of NH4OAc/HOAc under microwave irradiation.

I2/DMSO-Promoted the synthesis of chromeno[4,3‑b]quinolines through an imine formation/aza-Diels-Alder/aromatization tandem reaction under metal-catalyst and photosensitizer-free conditions

Synthesis ◽  
2021 ◽  
Author(s):  
Angelica Peñaranda ◽  
Carlos Eduardo E. Puerto Galvis ◽  
Mario Alberto Macias ◽  
Cristian Ochoa-Puentes ◽  
Vladimir V. Kouznetsov
Keyword(s):  
Lewis Acid ◽  
Molecular Iodine ◽  
Diels Alder ◽  
Metal Catalyst ◽  
Tandem Reaction ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Heterocyclic Molecules ◽  
Dmso System ◽  
Tandem Process

A tandem approach was developed for the efficient synthesis of substituted chromeno[4,3-b]quinolines from arylamines and O-cinnamyloxy salicylaldehydes under metal-catalyst and photosensitizer-free reaction conditions. Our protocol is based on an inexpensive I2/DMSO system in which molecular iodine first acts as a Lewis acid to promote the formation of the corresponding imine bearing the alkene moiety, then, this species fulfills a second role by catalyzing the intramolecular aza-Diels-Alder cycloaddition to generate the respective tetrahydro-chromenoquinolines as an intermediates. Finally, the dual behaviour of DMSO as an oxidant and as a solvent resulted crucial at this stage, allowing the regeneration of I2 and promoting the aromatization of the tetrahydro-chromenoquinoline intermediates to yield the desired 7-aryl-6H-chromeno[4,3-b]quinolines. This protocol features by being mild, easy to perform, high step-economy (tandem process) and for providing a new access to biologically important nitrogen and oxygen containing heterocyclic molecules.

An Efficient Synthesis of 2-Substituted Quinazolin-4(3H)-ones by Using Recyclable Wang Resin Supported Sulfonic Acid Catalyst

2020 ◽  
Vol 17 ◽  
Author(s):  
Kalyani K. ◽  
Srinivasa Reddy Kallam
Keyword(s):  
Sulfonic Acid ◽  
Functional Group ◽  
Acid Catalyst ◽  
Sulphonic Acid ◽  
Isatoic Anhydride ◽  
Efficient Synthesis ◽  
Wang Resin ◽  
Polymer Supported ◽  
High Yields

Abstract:: An efficient synthesis of 2-substituted Quinazolin-4(3H)-ones has been developed from isatoic anhydride with various amidoximes by using recyclable polymer supported sulphonic acid catalyst. Excellent functional group compatibil-ity and high yields are the important features of this protocol.

scholarly journals PEG-embedded KBr3: A recyclable catalyst for multicomponent coupling reaction for the efficient synthesis of functionalized piperidines

2011 ◽  
Vol 7 ◽  
pp. 1334-1341 ◽  
Author(s):  
Sanny Verma ◽  
Suman L Jain ◽  
Bir Sain
Keyword(s):  
Coupling Reaction ◽  
Recyclable Catalyst ◽  
Efficient Synthesis ◽  
Molecular Bromine ◽  
Keto Ester ◽  
One Step ◽  
High Yields ◽  
Multicomponent Coupling ◽  
Three Component Coupling

PEG-embedded potassium tribromide ([K+PEG]Br3 −) was found to be an efficient and recyclable catalyst for the synthesis of functionalized piperidines in high yields in a one step, three component coupling between aldehyde, amine and β-keto ester. At the end of the reaction the [K+PEG]Br3 − was readily regenerated from the reaction mixture by treating the residue containing [K+PEG]Br− with molecular bromine.

Three-Component Synthesis of 4-Arylidene-3-alkylisoxazol-5(4H)-ones in the presence of potassium 2,5-dioxoimidazolidin-1-ide

2021 ◽  
Vol 25 ◽  
Author(s):  
Neda Reihani ◽  
Hamzeh Kiyani
Keyword(s):  
Ethylene Glycol ◽  
Ethyl Acetoacetate ◽  
Reaction Medium ◽  
Hydroxylamine Hydrochloride ◽  
Aromatic Aldehydes ◽  
Catalyst Loading ◽  
Efficient Synthesis ◽  
Current Process ◽  
High Yields ◽  
Low Catalyst Loading

: 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.

scholarly journals A Simple and Efficient Synthesis of Highly Substituted Indeno[1,2-b]pyrrole and Acenaphtho[1,2-b]pyrrole Derivatives by Tandem Three-Component Reactions

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 3031 ◽  
Author(s):  
Xiaodong Tang ◽  
Songlei Zhu ◽  
Ying Ma ◽  
Ren Wen ◽  
Lanqi Cen ◽  
...  
Keyword(s):  
Environmentally Benign ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Dicarbonyl Compounds ◽  
Pyrrole Derivatives ◽  
Three Component Reaction ◽  
High Yields ◽  
Operational Simplicity

A green, convenient and tandem procedure for the efficient synthesis of highly substituted indeno[1,2-b]pyrrole and acenaphtho[1,2-b]pyrrole derivatives by domino three-component reaction of tryptamine/benzylamine, 1,3-dicarbonyl compounds and ninhydrin/ acenaphthenequinone is described. The significant features of this procedure were characterized by mild reaction conditions, high yields, operational simplicity and it being environmentally benign.

scholarly journals Zn(L-proline)2: An efficient and reusable organocatalyst for the synthesis of polyfunctionally substituted pyrans and 2-amino-4-aryl-8-oxo-4,8-dihydropyrano[3,2-b]pyran derivatives

2019 ◽  
Vol 10 (2) ◽  
pp. 166-170 ◽  
Author(s):  
Fatma Ahmed Abo Elsoud ◽  
Mohamed Abd-Elmonem ◽  
Mohamed Abo Elsebaa ◽  
Kamal Usef Sadek
Keyword(s):  
Kojic Acid ◽  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Short Reaction Time ◽  
Biologically Relevant ◽  
Three Component Reaction ◽  
High Yields ◽  
Organometallic Catalyst ◽  
Work Up

Efficient synthesis of non-annulated 2-amino-4H-pyrans and 2-amino-8-oxo-4,8-dihydropyrano[3,2-b]pyran derivatives, which are biologically relevant heterocycles is achieved, utilizing a domino three-component reaction of ethyl acetoacetate or kojic acid with aromatic aldehydes and malononitrile catalyzed by Zn(L-proline)2 as reusable organometallic catalyst. The process exhibits high atom economy, short reaction time, simple work up, high yields and environmentally friendly nature. Excellent yields of the targeted molecules have been obtained.

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