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A New Solution-phase Parallel Synthesis of 2-Alkylamino-3-aryl-5-phenylmethylene-3,5-dihydro-4H-imidazol-4-ones
作者姓名:丁明武  孙勇  刘小鹏  刘钊杰
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
基金项目:ProjectsupportedbytheNationalNaturalScienceFoundationofChina (No .2 0 10 2 0 0 1)
摘    要:IntroductionImidazolonesareimportantheterocyclesbearingfungici dal,anti inflammotoryandangiotensinIIantagonisticalactiv ities.1 4 Someof 2 alkylaminoimidazolonesexhibitgoodan tibacterialactivities,5whereasothersshowpotentialantiviralandantitumoractivities.6 Untilnow ,manyofthenewderiva tivesofimidazoloneshavebeensynthesizedtoevaluatetheirbiologicalandpharmaceuticalactivities .Recently ,combinatorialsynthesisoflibrariescontainingsmallorganicmoleculeshasbecomearapidevolvingareaofresearch .7,8…


A New Solution-phase Parallel Synthesis of 2-Alkylamino-3-aryl-5-phenylmethylene-3,5-dihydro-4H-imidazol-4-ones
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.
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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