2014
DOI: 10.1016/j.tetlet.2014.03.098
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A one-pot four-component synthesis of N-arylidene-2-aryl-imidazo[1,2-a]azin-3-amines

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Cited by 24 publications
(11 citation statements)
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“…The experiment showed that the most suitable reaction temperature is approximately 46-50 C (entry 15). Moreover, the yield decreased when the temperature was increased or decreased from 40-50 C (entries [19][20][21].…”
Section: Resultsmentioning
confidence: 99%
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“…The experiment showed that the most suitable reaction temperature is approximately 46-50 C (entry 15). Moreover, the yield decreased when the temperature was increased or decreased from 40-50 C (entries [19][20][21].…”
Section: Resultsmentioning
confidence: 99%
“…1). 19 However, to the best of our knowledge, no report has been published for the preparation imidazo[1,2-a]pyridines via one pot four component condensation of two 2-aminopyridine molecules with aldehydes and phenacyl bromide. 11 Hitherto, preparation of imidazo[1,2-a]pyridines have been reported by several approaches based on the using of the 2-aminopyridine as a reactant: (i) two component condensation of 2aminopyridines with various compounds such as ethyl bromopyruvate, 12 a-haloketones, 13 a-diazoketones, 14 bromo-2-phenylacetylenes, 15 nitroolen; 16 (ii) three component condensation of 2aminopyridines with aldehydes and isonitriles 17 or alkynes.…”
Section: Introductionmentioning
confidence: 99%
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“…In continuation, Rahmati and co-workers developed a novel and efficient one-pot, four-component synthetic route of Narylidene-2-aryl-imidazo[1,2-a]pyridin-3-amines/N-arylidene-2arylimidazo[1,2-a]pyrazin-3-amines 68 from readily and cheaply available 2-aminopyridine 66, aldehydes 67, and TosMIC 1a (Scheme 44). 57…”
Section: Imidazo[12-a]pyridinesmentioning
confidence: 99%
“…Other reported strategies for the synthesis of desired heterocyclic system include multicomponent reaction of 2‐aminopyridines, arylaldehydes and imidazoline‐2,4,5‐trione at 200 °C, [6] silica supported sulfuric acid catalyzed coupling of aminoazines, aldehydes and cyano‐substituted compounds, [7] p‐toluenesulphonic acid catalyzed addition of toluene‐4‐sulfonylmethyl isocyanide, 2‐aminopyridines and arylaldehydes (Scheme 1). [8] It is well documented that sulfur can act as catalyst for several redox transformations [9] and transition metal‐free strategies for the synthesis of various heterocycles [10] . Instead of catalytic amount, when equimolar amount of elemental sulfur was employed for the transformations, formation of aza‐heterocycles or the incorporation of sulfur in the final product was usually observed [11] .…”
Section: Introductionmentioning
confidence: 99%