A New Solution-phase Parallel Synthesis of 2-Alkylamino-3-aryl-5-phenylmethylene-3,5-dihydro-4H-imidazol-4-ones |
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引用本文: | 丁明武,孙勇,刘小鹏,刘钊杰. A New Solution-phase Parallel Synthesis of 2-Alkylamino-3-aryl-5-phenylmethylene-3,5-dihydro-4H-imidazol-4-ones[J]. 中国化学, 2003, 0(5) |
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作者姓名: | 丁明武 孙勇 刘小鹏 刘钊杰 |
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作者单位: | Institute of Organic Synthesis,Central China Normal University,Wuhan,Hubei 430079,China,Institute of Organic Synthesis,Central China Normal University,Wuhan,Hubei 430079,China,Institute of Organic Synthesis,Central China Normal University,Wuhan,Hubei 430079,China,Institute of Organic Synthesis,Central China Normal University,Wuhan,Hubei 430079,China |
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基金项目: | ProjectsupportedbytheNationalNaturalScienceFoundationofChina (No .2 0 10 2 0 0 1) |
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摘 要: | IntroductionImidazolonesareimportantheterocyclesbearingfungici dal,anti inflammotoryandangiotensinIIantagonisticalactiv ities.1 4 Someof 2 alkylaminoimidazolonesexhibitgoodan tibacterialactivities,5whereasothersshowpotentialantiviralandantitumoractivities.6 Untilnow ,manyofthenewderiva tivesofimidazoloneshavebeensynthesizedtoevaluatetheirbiologicalandpharmaceuticalactivities .Recently ,combinatorialsynthesisoflibrariescontainingsmallorganicmoleculeshasbecomearapidevolvingareaofresearch .7,8…
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A New Solution-phase Parallel Synthesis of 2-Alkylamino-3-aryl-5-phenylmethylene-3,5-dihydro-4H-imidazol-4-ones |
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Abstract: | Thirteen new 2 alkylaminoimidazolones (4) were rapidly synthesized by a new solution phase parallel synthetic method, which includes aza Wittig reaction of iminophosphorane (1) with aromatic isocyanate to give carbodi imide (2) and subsequent reaction of 2 with various aliphatic primary amine in a parallel fashion. The products were confirmed by 1H NMR, MS, IR and X ray crystallographic analysis. The unusual selectivity of the cyclization was probably due to the geometry of the guanidine intermediate. |
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Keywords: | solution phase parallel synthesis 2 alkylamino 3 aryl 5 phenylmethylene 3 5 dihydro 4 H imidazol 4 ones aza Wittig reaction |
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