An Environmentally Benign Catalytic Method for Versatile Synthesis of 1,4-Dihydropyridines via Multicomponent Reactions

2015 ◽  
Vol 33 (5) ◽  
pp. 568-572 ◽  
Author(s):  
Shuo Cao ◽  
Shanshan Zhong ◽  
Changfeng Hu ◽  
Jie-Ping Wan ◽  
Chengping Wen
ChemInform ◽  
2015 ◽  
Vol 46 (38) ◽  
pp. no-no
Author(s):  
Shuo Cao ◽  
Shanshan Zhong ◽  
Changfeng Hu ◽  
Jie-Ping Wan ◽  
Chengping Wen

2016 ◽  
Vol 22 (1) ◽  
pp. 11-15 ◽  
Author(s):  
Michail N. Elinson ◽  
Fedor V. Ryzhkov ◽  
Victor A. Korolev ◽  
Mikhail P. Egorov

AbstractFast (3 min) pot, atom and step economics (PASE) potassium fluoride catalyzed multicomponent reaction of isatins, malononitrile and 4-hydroxy-6-methyl-2H-pyran-2-one results in efficient formation of substituted spirooxindole-3,4′-pyrano[4,3-b]pyrans in 92–96% yields. The developed ‘on-solvent’ approach to the substituted spirooxindole-3,4′-pyrano[4,3-b]pyrans – the pharmacologically perspective substances with known antiviral, antileishmanial, anticonvulsant and anti-HIV activities – is beneficial from the viewpoint of diversity-oriented large-scale processes and represents fast and environmentally benign synthetic concept for the multicomponent reactions strategy.


SynOpen ◽  
2021 ◽  
Author(s):  
Hassan Farhid ◽  
Mohammad Mahdi Rostami ◽  
Ahmad Shaabani ◽  
Behrouz Notash

An efficient and straightforward approach has been established for the preparation of new class of depsipeptide structures via isocyanide-based consecutive Bargellini/Passerini multicomponent reactions. 3-Carboxamido-isobutyric acids bearing an amide bond were supplied via Bargellini multicomponent reaction from isocyanides, acetone, and chloroform in the presence of sodium hydroxide. Next, via the Passerini multicomponent reaction strategy, a new class of depsipeptides was synthesized using the Bargellini reaction products, isocyanides, and aldehydes under environmentally benign reaction conditions. The prepared depsipeptides have more flexible structures than their pseudopeptidic analogs. Using cheap and readily available starting materials, mild reaction conditions, simple procedures, and high yields are the advantages of the present strategy.


Molbank ◽  
10.3390/m1309 ◽  
2021 ◽  
Vol 2022 (1) ◽  
pp. M1309
Author(s):  
Yuliya E. Ryzhkova ◽  
Varvara M. Kalashnikova ◽  
Michail N. Elinson

The multicomponent reactions are environmentally benign synthetic methods of building-up of complex molecules and several levels of structural diversity for diverse applications. Spirooxindoles are an important synthetic target possessing extended biological activity and drug discovery applications. In this communication, the multicomponent transformation of 5,7-dibromoisatin, malononitrile, and 5-(trifluoromethyl)-2,4-dihydro-3H-pyrazol-3-one in EtOH at reflux in the presence of sodium acetate was carefully investigated to give 6’-amino-5,7-dibromo-2-oxo-3’-(trifluoromethyl)-1’H-spiro[indoline-3,4’-pyrano[2,3-c]pyrazole]-5’-carbonitrile in excellent yield. The structure of the new compound was established by means of elemental analysis, mass and nuclear magnetic resonance, and infrared spectroscopy.


ChemInform ◽  
2011 ◽  
Vol 42 (29) ◽  
pp. no-no
Author(s):  
Ahmad Shaabani ◽  
Afshin Sarvary ◽  
Sabrieh Ghasemi ◽  
Ali Hossein Rezayan ◽  
Rahim Ghadari ◽  
...  

Molecules ◽  
2019 ◽  
Vol 24 (3) ◽  
pp. 630 ◽  
Author(s):  
Allan da Silva ◽  
Deborah dos Santos ◽  
Marcio Paixão ◽  
Arlene Corrêa

Small ring heterocycles, such as epoxides and aziridines, are present in several natural products and are also highly versatile building blocks, frequently involved in the synthesis of numerous bioactive products and pharmaceuticals. Because of the potential for increased efficiency and selectivity, along with the advantages of environmentally benign synthetic procedures, multicomponent reactions (MCRs) have been explored in the synthesis and ring opening of these heterocyclic units. In this review, the recent advances in MCRs involving the synthesis and applications of epoxides and aziridines to the preparation of other heterocycles are discussed emphasizing the stereoselectivity of the reactions.


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