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The regioselective synthesis of 2,5- and 4,5-disubstituted thiazoles <i>via</i> the cyclization of 2-oxo-2-(amino)ethanedithioates with isocyanides

Krishna Ravi Singh, Chikkappaiahnayaka Santhosh, Toreshettahally R. Swaroop, Maralinganadoddi P. Sadashiva

2022Organic & Biomolecular Chemistry38 citationsDOI

Abstract

the base-induced cyclization of methyl-2-oxo-2-(amino)ethanedithioates with TosMIC and ethyl isocyanoacetate, respectively, with high yields. The regioisomeric products were confirmed based on X-ray diffraction studies. An advantage of the present method is the wide-ranging isocyanide reactivity compared to earlier protocols, while the catalyst-free nature and rapid reaction times are noteworthy features.

Topics & Concepts

ChemistryRegioselectivityCombinatorial chemistryStereochemistryIsocyanideOrganic chemistryCatalysisSynthesis of heterocyclic compoundsSulfur-Based Synthesis TechniquesSynthesis and Characterization of Heterocyclic Compounds
The regioselective synthesis of 2,5- and 4,5-disubstituted thiazoles <i>via</i> the cyclization of 2-oxo-2-(amino)ethanedithioates with isocyanides | Litcius