2011
DOI: 10.1080/00397911.2010.519091
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Synthesis of New Quinoxaline Derivatives

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Cited by 6 publications
(3 citation statements)
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“…In most cases, the quinoxaline thiol 55 was commercially available but in a few examples (R 1 = CF 3 and Et) we prepared this thiol by converting congeners 54 (R 1 = CF 3 and Et) using P 2 S 5 and pyridine. 37 Compound 54 where R 1 = CF 3 was prepared by reaction of o -phenylenediamine with ethyl trifluoropyruvate 38 and 54 where R 1 = Et is commercially available.…”
mentioning
confidence: 99%
“…In most cases, the quinoxaline thiol 55 was commercially available but in a few examples (R 1 = CF 3 and Et) we prepared this thiol by converting congeners 54 (R 1 = CF 3 and Et) using P 2 S 5 and pyridine. 37 Compound 54 where R 1 = CF 3 was prepared by reaction of o -phenylenediamine with ethyl trifluoropyruvate 38 and 54 where R 1 = Et is commercially available.…”
mentioning
confidence: 99%
“…3. As described in the literature, 3 could be easily prepared from the condensation of 2-aminoaniline (1) with ethyl 2-oxopropanoate under acidic conditions to get 3-methylquinoxalin-2-one (2) in 78% yield [15], then 2 is converted to 3 by a thiation in 87% yield, using phosphorus pentasulfide in pyridine under reflux conditions during 6 h (Scheme 1) [16].…”
Section: Resultsmentioning
confidence: 99%
“…Finally, to explore the general synthetic applicability of quinoxalin-2-ones, we have synthesized a range of quinoxalin-2-one derivatives with potential application in drug discovery. Initially, quinoxalin-2-one 7a was converted into 2-chloro-3-phenylquinoxaline (13) by treatment with PO-Cl 3 under neat conditions at elevated temperature 11 and Scheme 3 Substrate scope of the reaction. Reagents and conditions: dibromoketone 6 (1 mol), cyclohexyl-1,2-diamine 8 (1 mol), triethylamine (3 mol), DMSO (6 mL), 75 °C, 2 h.…”
Section: Scheme 4 Gram-scale Reactionmentioning
confidence: 99%