Review of synthesis process of benzoxazole and benzothiazole derivatives

Synthetic Communications, Journal Year: 2024, Volume and Issue: 54(10), P. 769 - 801

Published: April 5, 2024

Benzoxazoles and benzothiazoles are a class of aromatic heterocyclic compounds having similar ring structures, in which benzene is fused to the 4 5 positions 1,3-oxazole 1,3-thiazole rings respectively. They constitute an interesting organic due their powerful significant biological, agrochemical, pharmaceutical physicochemical activities. Indeed, benzoxazole benzothiazole derivatives possess wide range applications, such as: anticancer, anti-inflammatory, antioxidant, anticonvulsant, antitubercular, antifungal, pesticidal, anticorrosive, complexing properties so on. The synthesis has attracted much attention from several researchers across world numerous synthetic methods have been developed access these over past decades. In this review, we present new recent strategies, as well some biological derivatives.

Language: Английский

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Mild and efficient synthesis and base-promoted rearrangement of novel isoxazolo[4,5-b]pyridines

Beilstein Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 20, P. 1069 - 1075

Published: May 14, 2024

An efficient method for the synthesis of isoxazolo[4,5-

Language: Английский

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Phenolate‐Induced N−O Bond Formation versus Tiemann‐Type Rearrangement for the Synthesis of 3‐Aminobenzisoxazoles and 2‐Aminobenzoxazoles

ChemistryOpen, Journal Year: 2022, Volume and Issue: 11(12)

Published: Dec. 1, 2022

Abstract A novel oxadiazolone‐based method for the synthesis of 3‐aminobenzisoxazoles by N−O bond formation and 2‐aminobenzoxazoles through a Tiemann‐type rearrangement has been developed. The these two pharmaceutically relevant heterocycles was realized an unexplored retrosynthetic disconnection using cyclic nitrenoid precursor‐based strategy. selective isomers significantly influenced steric electronic effects substituents. However, tetrabutylammonium chloride (TBACl) efficiently promoted over formation. Control experiments indicate that deprotonation phenol induces both rearrangements.

Language: Английский

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Synthesis of isoxazolo[4,5-b]pyridine derivatives (microreview)

Chemistry of Heterocyclic Compounds, Journal Year: 2023, Volume and Issue: 59(4-5), P. 240 - 242

Published: May 1, 2023

Language: Английский

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Ultrasound-promoted synthesis of polysubstituted imidazole-linked benzoxazole derivatives and the investigation of their optical properties

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: unknown, P. 140071 - 140071

Published: Sept. 1, 2024

Language: Английский

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Oxadiazolone-Based Aromatic Annulations: A Nitrenoid Precursor for Tricyclic Aminoheterocycles

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(21), P. 15542 - 15552

Published: Oct. 22, 2024

Nitrogen-containing heterocycles are present in most approved drugs, reflecting the significance of their synthetic strategies. By utilizing oxadiazolone as a nitrenoid (nitrene-like) precursor, we have developed general strategy for annulation with nucleophilic to access various polycyclic aminoheterocycles. We discovered that 2-pyrryl-substituted substrates undergo rearrangement, which indicates spirocyclization–migration pathway. Given fluorescence and biological activity kinase hinge binders, these fragment-like aminoheterocycles represent potential starting points applications chemical biology drug discovery.

Language: Английский

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Functionalized Quinolones and Isoquinolones via 1,2-Difuntionalization of Arynes: Synthesis of Antagonist Agent AS2717638 and Floxacin Key Intermediates

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Demonstrated herein is a switchable approach for selective synthesis of quinolones and isoquinolones via 1,2-difunctionalization arynes its application in the antagonist agent AS2717638 floxacin key intermediates.

Language: Английский

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