[BPy][OH] Immobilized Hydrotalcite Clay Catalytic System for 1,2-dihyd-roquinazolines Synthesis DOI
Vivek Srivastava

Current Organocatalysis, Journal Year: 2023, Volume and Issue: 11(1), P. 33 - 43

Published: July 27, 2023

Abstract: We easily synthesized two ionic liquids, [BMIM][OH] and [BPy][OH], with high yield. found that hydrotalcite clay, mediated by these is a highly effective catalyst for synthesizing biologically active 1,2-dihydroquinazoline derivatives. Using simple reaction protocol easy product isolation steps, we successfully 18 different derivatives were able to recycle the catalysts up 8 times. Overall, use of [BPy][OH] provide more efficient environmentally friendly method quinazolines compared traditional methods often require harsh conditions toxic reagents. Background: 1,2-Dihydroquinazolines are an important class heterocyclic compounds diverse biological activities, including anticancer, antifungal, antibacterial properties. They also exhibit other pharmacological activities such as antihypertensive, anti-inflammatory, antiviral effects. The synthesis 1,2-dihydroquinazolines dates early 20th century when they first Pictet Huber in 1911 condensation anthranilic acid aldehydes or ketones presence strong acids. Since then, numerous have been developed their synthesis, cyclization o-aminobenzamides, o-aminoaryl ketones, Lewis acids transition metals. In recent years, development new synthetic selective has great interest chemists, particularly pharmaceutical industry. These include microwave irradiation, ultrasound, liquids green solvents. : area research, continue be improve properties various applications. Methods: yields. Results: our results insights into sustainable 1, 2-dihydroquinazolines. Conclusion: summary, studies demonstrated liquid clay catalytic system could used 2-dihydroquinazolines using aromatic carbonyl compounds, amino benzophenone derivatives, aldehydes. electron-donating substituents phenyl group provided higher yields than electron-withdrawing groups, para position aldehyde had significant effect ortho meta position. Our was recyclable eight runs without loss activity.

Language: Английский

Research on transition metals for the multicomponent synthesis of benzo-fused γ-lactams DOI Creative Commons
Fadhil Faez Sead, Vicky Jain,

Suhas Ballal

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(4), P. 2334 - 2346

Published: Jan. 1, 2025

Benzo-fused γ-lactams are fundamental in medicinal chemistry, acting as essential elements for various therapeutic agents due to their structural adaptability and capability enhance biological activity.

Language: Английский

Citations

8

Copper Catalyzed Formation of Carbon–Silicon Bond: A Review DOI
Rafid Jihad Albadr,

Waam Mohammed Taher,

Mariem Alwan

et al.

Journal of Inorganic and Organometallic Polymers and Materials, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 1, 2025

Language: Английский

Citations

7

Advances in gold catalyzed synthesis of quinoid heteroaryls DOI Creative Commons

Adnan Majeed,

Ayesha Zafar,

Zanira Mushtaq

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(29), P. 21047 - 21064

Published: Jan. 1, 2024

Synthesis of quinoid heteroaryls via gold-catalyzed cascade protocols: recent advances and methodologies.

Language: Английский

Citations

8

Recent Advances in the Use of 2‐Aminobenzyl Alcohols in the Synthesis of Quinolines, Quinazolines and Other N‐Heterocycles DOI
Fatemeh Doraghi,

Farzad Gilaninezhad,

Somaye Karimian

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(10), P. 2142 - 2164

Published: Jan. 17, 2024

Abstract N‐Heterocyclic compounds, in particular, quinolines and quinazolines are frequently used medicinal chemistry. Therefore, the direct clean synthesis of these valuable scaffolds has been a great interest for many years. 2‐Aminobenzyl alcohols as an alternative reactant instead unstable expensive 2‐aminobenzaldehydes can be construction N‐fused heterocycles including quinolines, quinazolines, oxazines, thiazines, selenazines, imidazoles, diazepines, etc. In this review article, we have discussed recent developments use 2‐aminobenzyl diverse heterocycles.

Language: Английский

Citations

4

A Systematic Review of Synthetic and Anticancer and Antimicrobial Activity of Quinazoline/Quinazolin‐4‐one Analogues DOI Creative Commons
Neha Manhas,

Gobind Kumar,

Sanjeev Dhawan

et al.

ChemistryOpen, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 28, 2025

Abstract Quinazolines/quinazolin‐4‐ones are significant nitrogen‐containing heterocycles that exist in various natural products and synthetic scaffolds with diverse medicinal pharmacological applications. Researchers across the globe have explored numerous strategies to develop safer more potent quinazoline/quinazolinone analogues, particularly for combating cancer microbial infections. This review systematically examines scholarly efforts toward understanding this scaffold's pathways relevance, emphasizing role of metal non‐metal catalysts other reagents their synthesis. Additionally, article discusses selected compounds’ anticancer antimicrobial properties, a brief look into structure‐activity relationships.

Language: Английский

Citations

0

Facile photocatalytic reactions in various conditions using quinolinium salts as photocatalysts DOI

Ye Han,

Sang Bong Lee

Journal of Industrial and Engineering Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 1, 2025

Language: Английский

Citations

0

Photo-induced organoselenium-catalyzed synthesis of 2-substituted quinazoline derivatives DOI
Hong Yang, Wenli Li, Yihong Wang

et al.

Journal of Molecular Structure, Journal Year: 2023, Volume and Issue: 1297, P. 136940 - 136940

Published: Oct. 27, 2023

Language: Английский

Citations

5

KOtBu Mediated Alcohol Dehydrogenation Strategy: Synthesis of 2‐Aryl Quinazolinones DOI Creative Commons

P. Hima,

Michele Tomasini, Albert Poater

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(11)

Published: March 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.

Language: Английский

Citations

1

Regioselective quinazoline C2 modifications through the azide–tetrazole tautomeric equilibrium DOI Creative Commons
Dāgs Dāvis Līpiņš,

Andris Jeminejs,

Una Ušacka

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 20, P. 675 - 683

Published: March 28, 2024

2-Chloro-4-sulfonylquinazolines undergo functional group swap when treated with an azide nucleophile: 1) the replaces sulfonyl at C4 position; 2) intrinsic azide–tetrazole tautomeric equilibrium directs nucleofugal sulfinate from first step to replace chloride C2 position. This transformation is effective quinazolines bearing electron-rich substituents. Therefore, title transformations are demonstrated on 6,7-dimethoxyquinazoline core, which present in pharmaceutically active substances. The methodology application showcased by transforming obtained 4-azido-6,7-dimethoxy-2-sulfonylquinazolines into α 1 -adrenoceptor blockers terazosin and prazosin further C2-selective S N Ar reaction reduction.

Language: Английский

Citations

1

One-Pot Reactions of Triethyl Orthoformate with Amines DOI Creative Commons
Elina Marinho

Reactions, Journal Year: 2023, Volume and Issue: 4(4), P. 779 - 800

Published: Dec. 2, 2023

One-pot reactions offer advantages like easy automation, higher product yields, minimal waste generation, operational simplicity, and thus reduced cost, time energy. This review presents a comprehensive overview of one-pot including triethyl orthoformate amines as valuable efficient reagents for carrying out two-, three- or four-component organic reactions.

Language: Английский

Citations

2