Multicomponent Reaction-Assisted Drug Discovery: A Time- and Cost-Effective Green Approach Speeding Up Identification and Optimization of Anticancer Drugs

International Journal of Molecular Sciences, Год журнала: 2023, Номер 24(7), С. 6581 - 6581

Опубликована: Апрель 1, 2023

Multicomponent reactions (MCRs) have emerged as a powerful strategy in synthetic organic chemistry due to their widespread applications drug discovery and development. MCRs are flexible transformations which three or more substrates react form structurally complex products with high atomic efficiency. They being increasingly appreciated highly exploratory evolutionary tool by the medicinal community, opening door sustainable, cost-effective rapid synthesis of biologically active molecules. In recent years, MCR-based strategies found extensive application field discovery, several anticancer drugs been synthesized through MCRs. this review, we present an overview representative literature examples documenting different approaches development new drugs.

Язык: Английский

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Green and efficient one-pot three-component synthesis of novel drug-like furo[2,3-d]pyrimidines as potential active site inhibitors and putative allosteric hotspots modulators of both SARS-CoV-2 MPro and PLPro

Bioorganic Chemistry, Год журнала: 2023, Номер 135, С. 106390 - 106390

Опубликована: Янв. 28, 2023

Язык: Английский

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Applications of palladium-catalyzed C–N cross-coupling reactions in pharmaceutical compounds

RSC Advances, Год журнала: 2023, Номер 13(27), С. 18715 - 18733

Опубликована: Янв. 1, 2023

C–N cross-coupling bond formation reactions have become valuable approaches to synthesizing anilines and their derivatives which are known as important chemical compounds.

Язык: Английский

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“Isocyanates and isocyanides - life-threatening toxins or essential compounds?”

The Science of The Total Environment, Год журнала: 2024, Номер 934, С. 173250 - 173250

Опубликована: Май 16, 2024

Язык: Английский

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Stereoselective Synthesis of 12-Tetrazolyl Substituted (E)-5H-Quinazolino[3,2-a]quinazolines via Sequential Ugi-Azide/Staudinger/aza-Wittig/Addition/Ag(I)-Catalyzed Cyclization

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(3), С. 1898 - 1906

Опубликована: Янв. 17, 2023

A new efficient and stereoselective synthesis of 12-tetrazolyl substituted (E)-5H-quinazolino[3,2-a]quinazolines via sequential Ugi-azide/Staudinger/aza-Wittig/addition/Ag(I)-catalyzed cyclization was developed. The four-component reactions 2-azidobenzaldehyde, 2-(alkynyl)benzenamine, isocyanide, trimethylsilyl azide gave Ugi-azide intermediates, which were subsequently treated with triphenylphosphine isocyanate to produce in the presence Ag(I) catalyst K2CO3.

Язык: Английский

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Nitrene-transfer from azides to isocyanides: Unveiling its versatility as a promising building block for the synthesis of bioactive heterocycles

iScience, Год журнала: 2024, Номер 27(4), С. 109311 - 109311

Опубликована: Фев. 23, 2024

Cross-coupling azide and isocyanide have recently gained recognition as ideal methods for efficiently synthesizing asymmetric carbodiimides. This reaction exhibits high rates, efficiency, favorable atom/step/redox economy. It enables the nitrene-transfer process, facilitating formation of C-N bonds providing a direct cost-effective synthetic strategy generating diverse These carbodiimides are highly reactive compounds that can undergo

Язык: Английский

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Acid-Catalyzed, Metal- and Oxidant-Free C=C Bond Cleavage of Enaminones: One-Pot Synthesis of 3,4-Dihydroquinazolines

Molecules, Год журнала: 2025, Номер 30(2), С. 350 - 350

Опубликована: Янв. 16, 2025

In this study, we present the HOAc-catalyzed selective cleavage of C=C double bond enaminones, enabling formation a new C–N and C=N for one-pot synthesis 2-substituted 3,4-dihydroquinazolines directly from ynones 2-(aminomethyl)anilines. This method operates in ethanol under transition-metal-free oxidant-free conditions, offering sustainable efficient approach with broad functional group tolerance.

Язык: Английский

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One-Pot Regioselective Synthesis of Spiroimidazolidinones via a Sequential Ugi 4CR/Azide-Isocyanide Coupling/Cyclization/Rearrangement/Hydroxylation Reaction

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Янв. 24, 2025

Herein a novel and robust methodology to spiroimidazolidinones has been developed under mild reaction. The reaction of (Z)-2-azido-3-phenylacrylic acids 1, aldehydes 2, amines 3, isocyanides 4, 6 produced regioselectively in 71–88% yields via sequential Ugi 4CR/Pd(0) catalyzed azide-isocyanide coupling/cyclization/rearrangement/hydroxylation Furthermore, the easily accessible starting materials, high bond-forming efficiency, broad substituent tolerance make this strategy useful synthetic medicinal chemistry.

Язык: Английский

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Synthesis of Imidazo[1,2-a]pyridine-Fused 1,3-Benzodiazepine Derivatives with Anticancer Activity via a One-Pot Cascade GBB-3CR/Pd(II)-Catalyzed Azide-Isocyanide Coupling/Cyclization Process

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(18), С. 13125 - 13134

Опубликована: Авг. 24, 2023

A new one-pot synthesis of imidazo[1,2-a]pyridine-fused 1,3-benzodiazepine derivatives via a sequential GBB-3CR/Pd(II)-catalyzed azide-isocyanide coupling/cyclization process was developed. The Groebke–Blackburn–Bienaymé three-component reactions (GBB-3CR) 2-aminopyridine, 2-azidobenzaldehydes, and isocyanides in the presence catalytic amount p-toluenesulfonic acid gave azide intermediates without separation. reaction followed by using another molecule to produce good yields Pd(II)-catalyzed reaction. synthetic approach produces novel nitrogen-fused polycyclic heterocycles under mild conditions. preliminary biological evaluation demonstrated that compound 6a inhibited glioma cells efficiently, suggesting potentially broad applications for medicinal chemistry.

Язык: Английский

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De novo Synthesis of Chiral 3,4‐DihydroquinazolinesviaOne‐Pot Enantioselective Ugi‐Azide/Cyclization Sequences^†

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(18), С. 2140 - 2146

Опубликована: Май 7, 2024

Comprehensive Summary Herein, we reported a precise de novo synthesis of chiral 3,4‐dihydroquinazoline frameworks via one‐pot anionic stereogenic‐at‐cobalt(III) complex‐catalyzed enantioselective Ugi‐azide/Pd‐catalyzed cyclization sequence. This powerful protocol involves 5 components and 2 catalytic systems, delivering 3,4‐dihydroquinazolines with excellent enantioselectivities (up to 94% ee). The preliminary antifungal experiments suggest that both Ugi‐adducts have great potential in inhibiting plant pathogens such as Trichoderma viride Fusarium graminearum .

Язык: Английский

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