Recent Advances in Biginelli-type Reactions

2020 ◽  
Vol 24 (12) ◽  
pp. 1331-1366
Author(s):  
Majid M. Heravi ◽  
Vahideh Zadsirjan
Keyword(s):  
Multicomponent Reactions ◽  
Medicinal Chemistry ◽  
Biginelli Reaction ◽  
One Pot ◽  
Recent Advances ◽  
Active Methylene Compounds ◽  
Cyclocondensation Reaction ◽  
Biginelli Reactions ◽  
Derivatives Of ◽  
Active Methylene

The effective and high yielding synthesis of poly-functionalized pyrimidines, using multicomponent reactions (MCRs), is imperative in organic and medicinal chemistry. The classic Biginelli reaction is a typically one-pot three-component cyclocondensation reaction involving an aldehyde, a β-ketoester and urea, resulting in the construction of multi-functionalized 3,4-dihydropyrimidin-2(1H)-ones (DHPMs). In recent years, other active methylene compounds, various derivatives of urea and diversely substituted aldehydes have also been used, resulting in the preparation of a new series of various novel dihydropyrimidinones via the Biginelli-Type Reactions (BTRs) or modified Biginelli reactions (MBRs). In this review, we try to underscore the recent advances in BTRs or MBRs.

One-pot Synthesis of Pyrano[2,3-c]pyrazole Derivatives via Multicomponent Reactions (MCRs) and their Applications in Medicinal Chemistry

2021 ◽  
Vol 19 ◽  
Author(s):  
Swapan Kumar Biswas ◽  
Debasis Das
Keyword(s):  
Multicomponent Reactions ◽  
Medicinal Chemistry ◽  
Biological Activities ◽  
Biologically Active ◽  
Pyrazole Derivatives ◽  
One Pot ◽  
Discovery Research ◽  
Drug Discovery Research ◽  
Biological Interest ◽  
Derivatives Of

Background: Many pyrano[2,3-c]pyrazole derivatives display diverse biological activities and some of them are known as anticancer, analgesic, anticonvulsant, antimicrobial, anti-inflammatory, and anti-malarial agents. In recent years, easy convergent, multicomponent reactions (MCRs) have been adopted to make highly functionalizedpyrano[2,3-c]pyrazole derivatives of biological interest. The synthesis of 1,4-dihydropyrano[2,3-c]pyrazole (1,4-DHPP, 2), 2,4-dihydropyrano[2,3-c]pyrazole (2,4-DHPP, 3), 4-hydroxypyrano[2,3-c]pyrazole (4-HPP, 4) derivatives, 1,4,4-substitied pyranopyrazole (SPP, 5) were reported via two-, three-, four- and five-component reactions (MCRs). Methods: This review article compiles the preparation of pyrano[2,3-c]pyrazole derivatives, and it highlights the applications of various pyrano[2,3-c]pyrazole derivatives in medicinal chemistry. Results: Varieties of pyrano[2,3-c]pyrazole derivatives were achieved via “One-pot” multicomponent reactions (MCRs). Different reaction conditions in the presence of a catalyst or without catalysts were adapted to prepare the pyrano[2,3-c]pyrazole derivatives. Conclusion: Biologically active pyrano[2,3-c]pyrazole derivatives were prepared and used in drug discovery research.

Vegetable oil as a highly effective 100% bio-based alternative solvent for the one-pot multicomponent Biginelli reaction

2021 ◽  
Author(s):  
Pakin Noppawan ◽  
Suwiwat Sangon ◽  
Nontipa Supanchaiyamat ◽  
Andrew J. Hunt
Keyword(s):  
Vegetable Oil ◽  
Palm Oil ◽  
Biginelli Reaction ◽  
Environmentally Friendly ◽  
One Pot ◽  
Highly Effective ◽  
The One ◽  
Biginelli Reactions

Multicomponent one-pot Biginelli reactions have been successfully performed using vegetable oil as bio-based, non-toxic, and environmentally friendly solvents. Palm oil was demonstrated to be a highly effective greener solvent as...

Recent advance in ester synthesis by Multi Component Reactions (MCRs): A Review

2021 ◽  
Vol 25 ◽  
Author(s):  
Dhaval B. Patel ◽  
Jagruti A. Parmar ◽  
Siddharth S. Patel ◽  
Unnati J. Naik ◽  
Hitesh D. Patel
Keyword(s):  
Multicomponent Reactions ◽  
Medicinal Chemistry ◽  
Reaction Times ◽  
Synthetic Methods ◽  
Ester Synthesis ◽  
One Pot ◽  
Wide Range ◽  
Recent Developments ◽  
Ester Linkage ◽  
The One

: The synthesis of ester containing heterocyclic compounds via multicomponent reaction is one of the most preferable process in the synthetic organic chemistry and medicinal chemistry. Compounds containing ester linkage have a wide range of biological application in the pharmaceutical field. Therefore, many method have been developed for the synthesis of these type of derivatives. However, some of them are carried out in the presence of toxic solvents and catalysts, with lower yields, longer reaction times, low selectivities and by-products. Thus, the development of new synthetic methods for the ester synthesis is required in the medicinal chemistry. As we know, multicomponent reactions (MCRs) are a powerful tool towards the one-pot ester synthesis, so in this article we have reviewed the recent developments in ester synthesis. This work covers selected explanation of methods via multicomponent reactions to explore the methodological development in ester synthesis.

Polarographic half-wave potentials and ultraviolet absorption spectra of some conjugated heteroenoid compounds

1969 ◽  
Vol 47 (21) ◽  
pp. 4076-4083 ◽  
Author(s):  
H. L. Holmes ◽  
D. J. Currie
Keyword(s):  
Absorption Spectra ◽  
Functional Groups ◽  
Ultraviolet Absorption ◽  
Half Wave ◽  
Active Methylene Compounds ◽  
Derivatives Of ◽  
Active Methylene ◽  
Hammett Relationship

The half-wave potentials of phenyl substituted derivatives for each series of conjugated heteroenoid compounds studied follow a Hammett relationship. The effect of change in the functional groups and of increase in length of the conjugated system upon half-wave potentials and ultraviolet absorption maxima is briefly discussed. Terephthalylidene derivatives of active methylene compounds function like the cinnamylidene derivatives.

scholarly journals Synthesis and antimicrobial screening of pyrano[3,2-c]chromene derivatives of 1H-pyrazoles

2011 ◽  
Vol 9 (4) ◽  
pp. 635-647 ◽  
Author(s):  
Chetan Sangani ◽  
Divyesh Mungra ◽  
Manish Patel ◽  
Ranjan Patel
Keyword(s):  
Antifungal Activity ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Fungal Pathogens ◽  
Broth Microdilution ◽  
One Pot ◽  
E Coli ◽  
Cyclocondensation Reaction ◽  
Ft Ir ◽  
Derivatives Of

AbstractA new series of twenty four derivatives of pyrano[3,2-c]chromene IVa-x bearing 1H-pyrazole were synthesized by a one pot, base-catalyzed cyclocondensation reaction of 1H-pyrazole-4-carbaldehyde Ia-l, malononitrile II and 4-hydroxycoumarin IIIa-b. All the synthesized compounds were characterized by elemental analysis, FT-IR, 1H NMR and 13C NMR spectral data. All the synthesized compounds were screened against six bacterial pathogens, namely B. subtilis, C. tetani, S. pneumoniae, S. typhi, V. cholerae, E. coli and for antifungal activity against two fungal pathogens, A. fumigatus and C. albicans using the broth microdilution MIC method. Some of the compounds were found to be equipotent or more potent than commercial drugs against most of employed strains, as evident from the screening data.

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