One-Pot Syntheses of Substituted Oxazoles and Imidazoles from the Isocyanide Asmic

Mueller, Louis G.; Keller, Taylor; Fleming, Fraser F.

doi:10.1021/acs.joc.2c02290

Cited by 2 publications

(1 citation statement)

References 25 publications

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“…Mueller and co-workers [90] have demonstrated the one-pot formation of various imidazole and oxazole derivatives from Asmic 55 (anisylsulfanylmethylisocyanide) using the strategy of multicomponent reaction (Scheme 65). The possible strategic path of the reaction is the deprotonation of 55 by a base followed by alkylation, and then deprotonation-acylation/imination to provide the intermediate species, which is then converted to the product 120 via CÀ S bond cleavage.…”

Section: Synthesis Of Oxazolesmentioning

confidence: 99%

Recent Advancements in Strategies for the Synthesis of Imidazoles, Thiazoles, Oxazoles, and Benzimidazoles

Kant,

Patel,

Banerjee

et al. 2023

ChemistrySelect

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Nitrogen‐containing heterocycles such as imidazoles, thiazoles, and oxazoles play a significant role in the fields of biological and pharmaceutical chemistry. These compounds were widely used for agrochemical, pesticide, medicinal, and industrial applications. Due to the wide spectrum of structural diversity as well as the biological and pharmaceutical activity of N‐heterocycles, a plethora of reports on their synthesis have appeared in the last few decades. However, developments in various bond‐forming strategies such as C−C, C−N, C−O, C−S, and N−N, as well as C−H activation, have been used as a powerful synthetic tool to derive copious N‐heterocycles. The most prominent and fascinating reports on the synthesis of imidazole, thiazole, oxazoles, and benzimidazole moieties by C−C and C−N coupling reactions, multi‐component and cycloaddition reactions, C−H activation, etc. are discussed in this study. These studies demonstrated the enormous potential of such methods for accelerating modern chemical synthesis and establishing molecular beauty through bonding. The various aspects of the methodologies, like optimized conditions, substrate scope, and mechanistic investigations, are discussed in detail.

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Section: Synthesis Of Oxazolesmentioning

confidence: 99%

Recent Advancements in Strategies for the Synthesis of Imidazoles, Thiazoles, Oxazoles, and Benzimidazoles

Kant,

Patel,

Banerjee

et al. 2023

ChemistrySelect

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Current progress in the synthesis of imidazoles and their derivatives via the use of green tools

Saha,

Mukhopadhyay

2024

Heterocyclic Communications

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Imidazoles have a unique position in heterocyclic chemistry as these constitute the basic framework of several bio-molecules. Thus, increasing research is being carried out on the synthesis of imidazoles and their derivatives, mainly because of the application of imidazoles in pharmaceutical and medicinal research. Keeping sustainability in mind, researchers are developing synthetic pathways for the synthesis of imidazoles and their derivatives by employing techniques involving green tools, thus leading to sustainable pathways. In this review, we aim to compile such synthetic methodologies involving green tools for the synthesis of imidazoles. The review will cover the synthetic reactions that involve green tools such as microwave irradiation, ultrasound irradiation, and ball milling. We aim to highlight the scope and relevance of such green tools in today’s synthetic research. Through this review, we wish to contribute towards the synthesis of imidazoles that serve as a useful class of heterocyclic compounds involved in the development of pharmaceutically active molecules. We sincerely hope that this review will serve as a relevant guide for future sustainable research in the synthesis of imidazoles and their derivatives.

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One-Pot Syntheses of Substituted Oxazoles and Imidazoles from the Isocyanide Asmic

Cited by 2 publications

References 25 publications

Recent Advancements in Strategies for the Synthesis of Imidazoles, Thiazoles, Oxazoles, and Benzimidazoles

Recent Advancements in Strategies for the Synthesis of Imidazoles, Thiazoles, Oxazoles, and Benzimidazoles

Current progress in the synthesis of imidazoles and their derivatives via the use of green tools

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