Microwave-assisted hydrogen peroxide-mediated synthesis of benzoxazoles and related heterocycles <i>via</i> cyclodesulfurization

Kadagathur, Manasa; Sigalapalli, Dilep Kumar; Patra, Sandip; Tangellamudi, Neelima D.

doi:10.1080/00397911.2021.1928217

Cited by 9 publications

(2 citation statements)

References 41 publications

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“…Kadagathur et al 81 designed an easy, greener, and procient pathway for the synthesis of benzoxazole (18) analogs by the cyclo desulfurization reaction of 2-aminophenol (1), isothiocyanates (17), and 30% H 2 O 2 in water as an oxidant in ethanol under microwave irradiation for 10 min at 100 °C. Ease of operation, cleaner reaction proles, high yield of products (88-98%), short reaction time, and the use of a green solvent made this an eco-benign protocol (Scheme 14).…”

Section: Reaction Of 2-aminophenol With Isothiocyanatesmentioning

confidence: 99%

Advances in the synthetic strategies of benzoxazoles using 2-aminophenol as a precursor: an up-to-date review

Soni¹,

Sahiba²,

Teli³

et al. 2023

RSC Adv.

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Section: Reaction Of 2-aminophenol With Isothiocyanatesmentioning

confidence: 99%

Advances in the synthetic strategies of benzoxazoles using 2-aminophenol as a precursor: an up-to-date review

Soni¹,

Sahiba²,

Teli³

et al. 2023

RSC Adv.

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“…Kadagathur et al [50] establish the construction of a novel series of 2-aminobenzoxazole derivatives. This includes reactions between o-amino phenol and phenyl isothiocynante using various oxidants under different reaction conditions such as changing temperature and reaction time.…”

Section: Microwave Assisted Synthesis Of Oxazole Derivativesmentioning

confidence: 99%

Recent Development and Green Approaches for Synthesis of Oxazole Derivatives: A Review

Joshi¹,

Choudhary²

2022

IJPS

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Green Synthetic Methods Synthesis of Oxazole DerivativesThis review compiles green synthetic methods intended for the synthesis of oxazole derivatives. Oxazoles are a class of compounds with a wide range of biological activities. The application and biological activity of oxazoles is highly dependent on their structure. Now-a-days, scientists have been performing the synthesis of oxazole derivatives. High demands in synthesis often result in the production of various hazardous chemical substances. So, to minimize the production of toxic chemical substances, green synthetic approaches are used in this manner. Green synthesis covers different synthetic approaches, including the application of microwave techniques, ultrasound, ionic liquids, deep-eutectic solvents, the use of catalysts and continuous flow synthesis. In this review, the authors mentioned that not only these green synthetic approaches reduce the formation and utilisation of toxic chemicals, but there is an increase in the reaction performance that enhances the product yields, purity, post-synthetic processes and energy consumption when compared to conventional methods. Due to the biological and pharmacological significance of oxazoles and the demands of decreasing toxic solvents, catalysts, and energy consumption, this article gives a full literature survey on the significance of green synthetic methods in oxazole synthesis. It contains a literature survey over the period from 2010-2020. The emphasis of this article is its comprehensive literature survey on oxazole, which is helpful for the researchers working on the oxazole scaffold and gaining information on the green synthetic approaches to their synthesis.

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HFIP‐Mediated Cyclodesulfurization Approach for the Synthesis of 2‐Aminobenzoxazole and 2‐Aminobenzothiazole Derivatives

Kant,

Patel,

Banerjee

et al. 2024

Asian J Org Chem

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A straightforward strategy for the synthesis of pharmaceutically active 2‐aminobenzoxazoles and 2‐aminobenzothiazoles is described by using 2‐aminophenols, 2‐aminothiophenols, and functionalized phenylisothiocyanates as the model substrates. The developed method proceeds through the HFIP‐promoted cyclodesulfurization process which allows for the efficient synthesis of these scaffolds at 60 °C of reaction temperature without the addition of a transition metal‐catalyst or hazardous solvents with excellent yields (up to 92%) of product formation. This process involves HFIP‐mediated hydrogen bonding interactions with the hydroxyl and thiol moieties, leading to bond breaking and formation during the reaction, resulting in the compounds of interest and the in situ release of H2S gas.

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Microwave-assisted hydrogen peroxide-mediated synthesis of benzoxazoles and related heterocycles via cyclodesulfurization

Cited by 9 publications

References 41 publications

Advances in the synthetic strategies of benzoxazoles using 2-aminophenol as a precursor: an up-to-date review

Advances in the synthetic strategies of benzoxazoles using 2-aminophenol as a precursor: an up-to-date review

Recent Development and Green Approaches for Synthesis of Oxazole Derivatives: A Review

HFIP‐Mediated Cyclodesulfurization Approach for the Synthesis of 2‐Aminobenzoxazole and 2‐Aminobenzothiazole Derivatives

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