Advances in synthesis and biological activities of quinazoline scaffold analogues: A review

Arabian Journal of Chemistry, Год журнала: 2023, Номер 16(10), С. 105190 - 105190

Опубликована: Июль 28, 2023

Creating effective, ecologically friendly, and commercially viable synthetic routes is crucial in the design synthesis of organic substances. Quinazoline, a heterocyclic compound with nitrogen,is one most significant motifs diverse chemical reactivities many biological applications. Its derivatives comprise family fused heterocycles over 200 naturally occurring alkaloids. Over past few decades, newer, more complex drugs containing quinazolinone structures have been discovered, enormous progress designing various efficient protocols to construct these pharmacologically active scaffolds. This review evaluated recently investigated for synthesizing quinazolines their (from 2017-2023 till date). The current paper provides an up-to-date description recent advancements straightforward procedures that result creation quinazoline molecules. In addition, therapeutical activities numerous quinazoline-based were briefed assessed this review. We envisage information would assist researchers novel analogues as lead compounds.

Язык: Английский

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Predictive catalysis: a valuable step towards machine learning

Trends in Chemistry, Год журнала: 2023, Номер 5(12), С. 935 - 946

Опубликована: Ноя. 18, 2023

Язык: Английский

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Multicomponent synthesis via acceptorless alcohol dehydrogenation: an easy access to tri-substituted pyridines

RSC Advances, Год журнала: 2024, Номер 14(15), С. 10761 - 10767

Опубликована: Янв. 1, 2024

The multicomponent synthesis of 2,4,6-trisubstituted pyridine via acceptorless alcohol dehydrogenation using ammonium acetate as a nitrogen source catalyzed by hydroxyapatite-supported palladium nanoparticles heterogeneous catalyst.

Язык: Английский

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Fe SAC on Nitrogen‐Doped Carbon: An Efficient Catalyst for S‐Alkylation of Dithiocarbamates via Borrowing Hydrogen Strategy

Asian Journal of Organic Chemistry, Год журнала: 2024, Номер 13(5)

Опубликована: Март 7, 2024

Abstract Herein we report, the synthesis of single‐atom iron on nitrogen‐doped carbon as a catalyst for direct formation C sp3 −S bond via borrowing hydrogen strategy using alcohols alkylating agent. The was synthesized by encapsulating ferrocene within ZIF‐8 framework, followed pyrolysis and characterized precisely FE‐SEM, HR‐TEM, XPS, Raman, XRD EXAFS. is robust, displayed an excellent reactivity in reaction could be recycled five times without any appreciable loss activity.

Язык: Английский

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Access to Secondary Amines through Hydrogen Autotransfer Reaction Mediated by KO^tBu

European Journal of Organic Chemistry, Год журнала: 2023, Номер 27(11)

Опубликована: Дек. 18, 2023

Abstract We report herein an N ‐alkylation reaction of amines with alcohols through a hydrogen autotransfer reaction. Unlike other catalytic systems containing transition metals or additives, potassium tertiary butoxide was found to be unique and effective catalyst for synthesizing secondary amines. The role the K + ion intermediates were studied under control experiments by theoretical calculations. general tolerates series functional groups, providing convenient method synthesize ‐alkylated compounds.

Язык: Английский

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KO^tBu Mediated Alcohol Dehydrogenation Strategy: Synthesis of 2‐Aryl Quinazolinones

ChemistrySelect, Год журнала: 2024, Номер 9(11)

Опубликована: Март 12, 2024

Abstract Herein we report an atom‐economical, transition metal‐free method for synthesizing 2‐aryl quinazolinones through a cascade annulation of 2‐amino benzamide and benzyl alcohol. The reaction proceeds via KO t Bu‐mediated acceptorless alcohol dehydrogenation pathways. procedure tolerates wide variety functional groups provides convenient the synthesis quinazolinones. Mechanistic insights by experiments DFT calculations lead to unveil mechanism.

Язык: Английский

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Synthesis of substituted quinazolines using Ru(II)-p-cymene catalysts containing ferrocene acylthiourea ligand via acceptorless dehydrogenative coupling

Inorganic Chemistry Communications, Год журнала: 2024, Номер 168, С. 112963 - 112963

Опубликована: Авг. 9, 2024

Язык: Английский

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Acceptorless dehydrogenation under neat reaction conditions: Synthesis of 2-aryl/alkyl quinazolinones using supported Ni NPs as catalyst

Synlett, Год журнала: 2024, Номер 35(20), С. 2496 - 2502

Опубликована: Авг. 15, 2024

Abstract We report here a Ni-NPs-catalyzed one-pot synthesis of 2-alkyl/aryl quinazolinone motifs via acceptorless dehydrogenation alcohol, condensation an aldehyde intermediate with 2-aminobenzamide, followed by second the cyclized intermediate. The protocol is atom-economical and require earth-abundant Ni as catalyst. present involves annulation 2-aminobenzamide various types primary alcohols, including aryl/heteroaryl methanol, aliphatic produces high yields desired products under neat conditions. catalyst was synthesized high-temperature pyrolysis strategy, using ZIF-8 sacrificial template. NPs@N-C characterized XPS, HR-TEM, HAADF-STEM, XRD, ICP-MS. stable even in air at room temperature displayed excellent activity dehydrogenative coupling quinazolinones could be recycled five times without appreciable loss its activity.

Язык: Английский

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Alkali‐Mediated/Catalyzed Transition‐Metal‐Free Tandem Reaction Triggered by the Borrowing Hydrogen and Aerobic Dehydrogenation Processes of Alcohols

ChemistrySelect, Год журнала: 2024, Номер 9(40)

Опубликована: Окт. 1, 2024

Abstract The transformation of alcohols to important classes compounds is a central topic in chemistry because they are abundant, renewable, and attractive building blocks. alkali‐mediated/catalyzed borrowing hydrogen aerobic dehydrogenation processes open new sustainable access for the alcohol conversion under transition‐metal‐free conditions. In this review, we summarize recent sequential reactions involving alcohols. Furthermore, review not only introduces tentative pathways these transformations, but also discusses role alkali, solvent effects, substrate reactivity on reactions.

Язык: Английский

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On the mechanism of acceptorless dehydrogenation of N-heterocycles catalyzed by ^tBuOK: a computational study

RSC Advances, Год журнала: 2023, Номер 13(30), С. 20748 - 20755

Опубликована: Янв. 1, 2023

The catalytic acceptorless dehydrogenation (ADH) of saturated N-heterocycles has recently gained considerable attention as a promising strategy for hydrogen release from liquid organic carriers (LOHCs). Recently, simple tBuOK base-promoted ADH was developed by Yu et al. (Adv. Synth. Catal. 2019, 361, 3958). However, it is still open to how the plays role in process. Herein, our density functional study reveals that catalyzes 1,2,3,4-tetrahydroquinoline (THQ) through quasi-metal-ligand bifunctional channel or base-catalyzed pathway with close energy barriers. hydride transfer first process determined be rate determining step, and second can proceed directly 34DHQ regulated tBuOK. In addition, computational results show cooperation suitable alkali metal ion tBuO- group so critical tBuOLi isolated are both inferior catalyst.

Язык: Английский

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