Design, Synthesis, Molecular Modeling and Anti-HIV Assay of Novel Quinazolinone Incorporated Coumarin Derivatives

Safakish, Mahdieh

doi:10.2174/18734251mtaykodcuw

CHR

2020

DOI: 10.2174/18734251mtaykodcuw

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Design, Synthesis, Molecular Modeling and Anti-HIV Assay of Novel Quinazolinone Incorporated Coumarin Derivatives

Mahdieh Safakish¹

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Cited by 12 publications

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Synthesis and characterization of 2‐trifluoromethyl‐4(3H)‐quinazolinone derivatives with various 3‐substituents

Alharbi

Albadrani

Abbas

2022

Journal of Heterocyclic Chem

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Due to the significant properties and applications of quinazolinones and fluorinated compounds, there is increasing interest in the design and synthesis of new quinazolinone structures and fluorinated compounds. So, new derivatives of 2‐trifluoromethyl‐4(3H)‐quinazolinone were synthesized. Reaction of 2‐trifluoromethyl‐3,1‐benzoxazine‐4‐one benzoxazine‐4‐one 1 with some aniline derivatives afforded 3‐aryl‐2‐trifluoromethyl‐4(3H)‐quinazolinone derivatives 3 in good yields. On the other hand, treatment of 3,1‐benzoxazine‐4‐one 1 with aliphatic binucleophile afforded bis‐benzamide derivative 5 rather than bisquinazolines derivative 4. The reaction of benzoxazine‐4‐one 1 with 1,4‐phenylenediamine afforded bisquinazoline derivative 6. Reaction of 3‐amino‐4(3H)‐quinazolinone 7 with aldehydes or isothiocyanates gave the corresponding Schiff's base 8 and thiourea 9 derivatives, respectively. The structures of newly synthesized 2,3‐disubstituted 4(3H)‐quinazolinone derivatives were demonstrated through NMR (proton carbon and fluorine) experiment as well as mass spectra and elemental analyses. Most of the synthesized compounds were obtained in excellent yields, so they will share in enrichment the chemical libraries.

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Synthesis and characterization of 2‐trifluoromethyl‐4(3H)‐quinazolinone derivatives with various 3‐substituents

Alharbi

Albadrani

Abbas

2022

Journal of Heterocyclic Chem

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

Tomasini,

Poater

et al. 2024

ChemistrySelect

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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 KOtBu‐mediated acceptorless alcohol dehydrogenation pathways. The procedure tolerates a wide variety of functional groups and provides a convenient method for the synthesis of 2‐aryl quinazolinones. Mechanistic insights by experiments and DFT calculations lead to unveil the reaction mechanism.

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Green synthesis of 2‐thioxo‐4‐quinazolinones from 2‐aminobenzamide and isothiocyanates

Vo,

Nguyen,

Tran

et al. 2024

Vietnam Journal of Chemistry

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Novel green synthesis protocols of 2‐thioxo‐4‐quinazolinones starting from 2‐aminobenzamide and isothiocyanates have been reported. Method A: the reaction was carried out at 60 °C, in water, reaction time of 16 h. Method B: The reaction was carried out under solvent‐free conditions at 100 °C for 16 h. Based on these methods, six 2‐thixo‐4‐quinazolinone derivatives were synthesized with good yield. These methods have advantages, including no use of organic solvents, additives that avoid the generation of toxic waste, simple processes, cost‐effectiveness, good yields, ease of product isolation, and purification.

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Design, Synthesis, Molecular Modeling and Anti-HIV Assay of Novel Quinazolinone Incorporated Coumarin Derivatives

Cited by 12 publications

References 0 publications

Synthesis and characterization of 2‐trifluoromethyl‐4(3H)‐quinazolinone derivatives with various 3‐substituents

Synthesis and characterization of 2‐trifluoromethyl‐4(3H)‐quinazolinone derivatives with various 3‐substituents

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

Green synthesis of 2‐thioxo‐4‐quinazolinones from 2‐aminobenzamide and isothiocyanates

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Design, Synthesis, Molecular Modeling and Anti-HIV Assay of Novel Quinazolinone Incorporated Coumarin Derivatives

Cited by 12 publications

References 0 publications

Synthesis and characterization of 2‐trifluoromethyl‐4(3H)‐quinazolinone derivatives with various 3‐substituents

Synthesis and characterization of 2‐trifluoromethyl‐4(3H)‐quinazolinone derivatives with various 3‐substituents

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

Green synthesis of 2‐thioxo‐4‐quinazolinones from 2‐aminobenzamide and isothiocyanates

Contact Info

Product

Resources

About

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