Revisiting the GBB reaction and redefining its relevance in medicinal chemistry: A review DOI

Pratibha Shukla,

Chandra S. Azad, Deepa Deswal

et al.

Drug Discovery Today, Journal Year: 2024, Volume and Issue: 29(12), P. 104237 - 104237

Published: Nov. 8, 2024

Language: Английский

Multicomponent reactions (MCRs) yielding medicinally relevant rings: a recent update and chemical space analysis of the scaffolds DOI Creative Commons

Mukesh Tandi,

Vaibhav Sharma, B. Gopal

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(2), P. 1447 - 1489

Published: Jan. 1, 2025

We have reviewed the recently reported multicomponent reactions (MCRs) yielding cyclic frameworks in a single pot from simple building blocks under mild conditions. These MCRs may prove to be useful for drug discovery projects.

Language: Английский

Citations

4
Aryl glyoxal: a prime synthetic equivalent for multicomponent reactions in the designing of oxygen heterocycles DOI Creative Commons
Abdur Rehman Sheikh, Anam Arif, Md. Musawwer Khan

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(17), P. 13235 - 13271

Published: Jan. 1, 2025

The category of bifunctional building blocks overrides many others because their fascinating wide applicability in synthetic chemistry. Aryl glyoxal is one the key molecules used extensively heterocyclic chemistry to afford nearly all types five- and six-membered heterocycles, which are structural constituents natural products. multicomponent reaction a practical strategy utilize this wonderful moiety with different starting materials obtain numerous diverse oxygen heterocycles. This review covers advancement aryl as prime equivalent recent years for synthesis

Language: Английский

Citations

0
Diversity-oriented synthesis as a tool to expand the chemical space of DNA-encoded libraries DOI
Elena Lenci, Lorenzo Baldini, Andrea Trabocchi

et al.

Bioorganic & Medicinal Chemistry, Journal Year: 2021, Volume and Issue: 41, P. 116218 - 116218

Published: May 15, 2021

Language: Английский

Citations

25
A Diversity‐Oriented Multicomponent Approach to Novel Fused Nitrogen Heterocycles Using 6‐Aminoindazole DOI

Hiren R. Chaudhary,

Vivek K. Gupta,

Divyang M. Patel

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(14)

Published: April 1, 2025

Abstract We present a novel, efficient, eco‐friendly sonochemical strategy for the synthesis of fused nitrogen heterocycles via Brønsted acid‐promoted, one‐pot multicomponent reactions (MCRs). This method involves rapid assembly 6‐aminoindazole, aryl aldehydes, and 1,3‐cyclodione derivatives (barbituric acid, dimedone, 1,3‐dimethyl barbituric acid) under mild identical reaction conditions. The approach delivers diverse range highly functionalized heterocyclic frameworks, including 11‐phenyl‐1,6,7,11‐tetrahydro‐8 H ‐pyrazolo[3,4‐ f ]pyrimido[4,5‐ b ]quinoline‐8,10(9 )‐dione, 8,8‐dimethyl‐11‐phenyl‐1,6,7,8,9,11‐hexahydro‐10 ]acridin‐10‐one, 7,9‐diphenyl‐1,6,7,9‐tetrahydro‐2′ ‐spiro[pyrazolo[3,4‐ ]quinoline‐8,5′‐pyrimidine]‐2′,4′,6′(1′ ,3′ )‐trione derivatives. molecular structures these compounds were unambiguously confirmed through 1H‐NMR, 13C‐NMR single‐crystal X‐ray diffraction (SC‐XRD) analysis. Additionally, control experiments provided valuable mechanistic insights into pathway. protocol stands out its efficiency, high yields, broad functional group tolerance, making it versatile tool diversity‐oriented in modern chemistry.

Language: Английский

Citations

0
Recent advances in the application of β-ketonitriles as multifunctional intermediates in organic chemistry DOI Creative Commons

Azar Rostampoor,

Abdolali Alizadeh

RSC Advances, Journal Year: 2025, Volume and Issue: 15(19), P. 14558 - 14586

Published: Jan. 1, 2025

This review discusses the diverse applications of β-ketonitriles in organic synthesis, highlighting protocols that generate various compounds, including cyclic hydrocarbons, aromatic heterocycles, spirocycles, and fused heterocycles.

Language: Английский

Citations

0
Design and synthesis of novel quinazolinyl-bisspirooxindoles as potent anti-tubercular agents: an ultrasound-promoted methodology DOI

Bhargava Sai Allaka,

Srinivas Basavoju, Estharla Madhu Rekha

et al.

Molecular Diversity, Journal Year: 2022, Volume and Issue: 27(3), P. 1427 - 1436

Published: Aug. 6, 2022

Language: Английский

Citations

14
Aryl glyoxal: a prime synthetic equivalent for multicomponent reactions in the designing of oxygen heterocycles DOI Creative Commons
Abdur Rehman Sheikh, Anam Arif, Md. Musawwer Khan

et al.

RSC Advances, Journal Year: 2023, Volume and Issue: 13(17), P. 11652 - 11684

Published: Jan. 1, 2023

The category of bifunctional building blocks overrides many others because their fascinating wide applicability in synthetic chemistry.

Language: Английский

Citations

7
Synthesis, Biological Evaluation and Docking Studies of Functionalized Pyrrolo[3,4‐b]pyridine Derivatives DOI

Saigal Saigal,

Younes S.A. Ghanem,

Amad Uddin

et al.

ChemistrySelect, Journal Year: 2021, Volume and Issue: 6(9), P. 2323 - 2334

Published: March 2, 2021

Abstract The synthesis and antibacterial studies of polysubstituted pyrrolo[3,4‐ b ]pyridine derivatives have been described. preparation was carried out by the reaction enamino imides, aromatic aldehydes malononitrile/ethyl cyanoacetate using 10 mol % DBU (1,8‐diazabicyclo[5.4.0]undec‐7‐ene) in ethanol at 78 °C good yields. compounds were characterized standard spectroscopic techniques including IR, 1 H & 13 C NMR elemental analysis also final confirmation done single crystal X‐ray. activity all synthesized tested against two Gram positive ( S. pneumoniae MTCC 655 E. faecalis 439) three negative coli ATCC 25922, typhimurium 3224, P. aeruginosa 2453) bacterial strains. Most showed moderate to activity. Compounds 4 j l ) most potent displayed bactericidal activities strain with MIC (minimum inhibitory concentration) values 62.5 μg/mL 125.0 respectively. Growth kinetic , toxicity human RBCs (red blood cells) docking selected supported that these inhibit growth cells, non‐toxic nature interact key amino residues DNA (deoxyribonucleic acid) duplex (PDBID: 1BNA) drug‐like properties.

Language: Английский

Citations

13
Brønsted Acid-Catalyzed Synthesis of 1,2,5-Trisubstituted Imidazoles via a Multicomponent Reaction of Vinyl Azides with Aromatic Aldehydes and Aromatic Amines DOI
Jiuling Li, Xinyu Jia,

Ju Qiu

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(21), P. 13945 - 13954

Published: Oct. 12, 2022

A facile and efficient approach to the synthesis of 1,2,5-trisubstituted imidazoles is developed via a multicomponent reaction under metal-free catalysis. Under Brønsted acid catalysis, desired products can be obtained from readily available vinyl azides, aromatic aldehydes, amines without generating any toxic waste. The convenient operations high functional group compatibility indicate that this offers an attractive alternative method for imidazole derivatives.

Language: Английский

Citations

6
Arylformylacetonitriles in Multicomponent Reactions Leading to Heterocycles DOI
Yuan Zhong

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 2022(48)

Published: Dec. 2, 2022

Abstract Arylformylacetonitriles are versatile and attractive synthons in organic synthesis owing to their high reactivity. Among the numerous transformations involving arylformylacetonitriles, multicomponent reactions (MCRs) offer straightforward effective routes assemble reactants into a wide range of five‐ six‐membered heterocyclic systems including pyrrole, pyrazole, triazole, furan, pyridine, pyrimidine, pyran. This review collects recent advances applications arylformylacetonitriles MCRs for monocyclic or polycyclic heterocycles published literature since 2001.

Language: Английский

Citations

6