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Carbene-Mediated Transformations of 1-(Benzylideneamino)benzimidazoles

  作者 KATRITZKY ALAN R; JISHKARIANI DAVIT; SAKHUJA RAJEEV; HALL C DENNIS; STEEL PETER J  
  选自 期刊  Journal of Organic Chemistry;  卷期  2011年76-10;  页码  4082-4087  
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[摘要]Carbene-mediated transformations of N-(3-butyl-benzimidazol-3-ium-1-yl)-1-arylmethanimine iodides with carbon disulfide and benzoyl isothiocyanate gave the corresponding NHC center dot CS2 betaines in 68-85% and benzoyl-[1-butyl-3-[(E)-(aryl)-methyleneamino]benzimidazol-1-ium-2-carbo thioyl]azanides, respectively, in 74-85% yields. However, reaction with excess isopropyl isothiocyanate in NaH/THF at room temperature yielded the 1-butyl-1',3'-diisopropyl-3-[(E)-(aryl)methyleneamino]spiro[benzimidazol e-2,5'-imidazolidine]-2',4'-dithiones (74-77%).

 
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