2021
DOI: 10.1039/d1cc01044a
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Iodide-promoted transformations of imidazopyridines into sulfur-bridged imidazopyridines or 1,2,4-thiadiazoles

Abstract: Iodide-promoted transformations of imidazopyridines into sulfur-bridged imidazopyridines or 1,2,4-thiadiazoles have been developed using Deoxofluor as a novel sulfur source at room temperature.

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Cited by 11 publications
(4 citation statements)
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“…Generally, notable bioactivities can be obtained with the incorporation of aryl sulfide into a heterocyclic compound via C–S formation . However, most of the developed synthetic methods for the construction of the C–S bond in heterocyclic compounds suffered from the use of transition metal catalysts and stoichiometric additives. , Moreover, less attention was devoted to the incorporation of aryl sulfide into amino pyrazole derivatives, perhaps due to the existence of an unprotected amino group, which led to poor functional group tolerance . It is worth mentioning that Ramesh and co-workers developed a tandem reaction for the synthesis of amino pyrazole thioether derivatives from phenylhydrazine, benzenethiol, and crotononitrile, promoted by molecular iodine at 90 °C .…”
Section: Introductionmentioning
confidence: 99%
“…Generally, notable bioactivities can be obtained with the incorporation of aryl sulfide into a heterocyclic compound via C–S formation . However, most of the developed synthetic methods for the construction of the C–S bond in heterocyclic compounds suffered from the use of transition metal catalysts and stoichiometric additives. , Moreover, less attention was devoted to the incorporation of aryl sulfide into amino pyrazole derivatives, perhaps due to the existence of an unprotected amino group, which led to poor functional group tolerance . It is worth mentioning that Ramesh and co-workers developed a tandem reaction for the synthesis of amino pyrazole thioether derivatives from phenylhydrazine, benzenethiol, and crotononitrile, promoted by molecular iodine at 90 °C .…”
Section: Introductionmentioning
confidence: 99%
“…In this context, using ammonium salts as a nitrogen source, simple and effective approaches for constructing structurally diverse N-heterocycles have been reported. 12 In recent years, our group also successfully utilized ammonium salts as a nitrogen source for a facile construction of thiazoles, 13 quinazolines, 14 pyridines, 15 pyrimidines, 16 pyrroles, 17 benzimidazo[1,2- a ]-1,3,5-triazine, 18 phenothiazines, 19 and heteroaromatic-fused indoles. 20 In continuation of our interest in utilizing ammonium salts to synthesize N-heterocycles under metal-free conditions, herein we report a novel strategy for the formation of β-carbolines from 2-(indol-3-yl)cyclohexanones, aldehydes, and ammonium salts (Fig.…”
Section: Introductionmentioning
confidence: 99%
“…However, these methods often require the use of transition metal catalysts or pre-functionalized precursors. [12] Meanwhile, there is only a few reports on the construction of thioethers from non-aryl C sp2 À X halides and sulfoxides (e. g., DMSO) under the metal catalysis. [13] Therefore, it is still valuable to further expand the construction of thioether compounds based on C sp2 À X halides and sulfur-containing compounds.…”
Section: Introductionmentioning
confidence: 99%