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1.
Org Biomol Chem ; 22(14): 2774-2779, 2024 Apr 03.
Artigo em Inglês | MEDLINE | ID: mdl-38497383

RESUMO

A groundbreaking approach has been developed for synthesizing 2,4-disubstituted thiazoles using an eco-friendly and metal-free approach. This novel method utilizes methyl aryl ketones, N-bromo-succinimide (NBS), and thioamides in water as a green reaction medium under visible light irradiation. Using NBS as a bromine source, the reaction takes place through an in situ α-bromination method. This approach does not require any catalyst, which makes it exceptionally beneficial for the environment. The advantages of this efficient approach are manifold and include the use of greener conditions, absence of metals, easy isolation of products, cost-effectiveness, non-toxicity, and reliance on renewable energy sources like visible light. Moreover, this technique offers higher product purity and excellent yield, enhancing itsappeal.

2.
RSC Adv ; 14(31): 22480-22485, 2024 Jul 12.
Artigo em Inglês | MEDLINE | ID: mdl-39015666

RESUMO

An efficient and practical one-pot, two-step synthesis of 1,2,4-thiadiazoles from primary amides with Lawesson reagent (LR) and tert-butyl hydrogen peroxide (TBHP) without solvent is demonstrated for the first time. This groundbreaking and environmentally friendly approach utilises readily available starting materials and eliminates the use of traditional solvents in the reaction process. The broad substrate scope, excellent functional group tolerance in mild and metal-free conditions, quick conversion, and excellent yields are essential features of this methodology. All the compounds were purified without column chromatography.

3.
RSC Adv ; 14(29): 21213-21218, 2024 Jun 27.
Artigo em Inglês | MEDLINE | ID: mdl-38974751

RESUMO

The present study explores an innovative approach for the efficient synthesis of 2,4-disubstituted thiazole derivatives, a class of compounds with diverse biological and pharmaceutical significance. This research presents lipase as a highly effective and environmentally friendly catalyst for thiazole synthesis. Under mild circumstances, the condensation of aryl ethenone, KBrO3, and thioamide is aided by using ultrasonic energy. Moreover, we harness the power of ultrasound irradiation to accelerate the reaction, reducing reaction times and improving product yields. The lipase-catalyzed, ultrasound-assisted synthesis presented in this study represents a greener and more sustainable alternative to traditional synthetic pathways for these important compounds, offering promising potential for applications in medicinal chemistry and drug development. This approach holds the promise of advancing the field of thiazole synthesis, contributing to more sustainable and efficient chemical processes.

4.
Chem Commun (Camb) ; 59(94): 14009-14012, 2023 Nov 23.
Artigo em Inglês | MEDLINE | ID: mdl-37941417

RESUMO

A microwave-assisted, highly chemoselective protocol has been developed for the transamidation of tert-butyloxycarbonyl (Boc) activated secondary carboxamides with amines. Under non-conventional microwave techniques, the reactions were achieved under catalyst, additive, promoter and solvent-free conditions. The transamidation of a structurally diverse set of amides and amines was accomplished in good to excellent yields. The salient features of the developed methodology include a simple operation, broad substrate scope, functional group tolerance, practicality, and the scalability.

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