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Solvent-free synthesis of 2-(1H-benzimidazol-1-ylmethyl)-4-substituted 1-hydroxyaryl by the two component Mannich reaction between 6H,13H-5:12,7:14-dimethanedibenzo[d,i][1,3,6,8]tetraazecine (DMDBTA) and phenols.

  作者 Rivera, Augusto;Navarro, Miguel Angel;Rios-Motta, Jaime;  
  选自 期刊  Heterocycles;  卷期  2008年75-7;  页码  1651-1658  
  关联知识点  
 

[摘要]A series of Mannich bases, 2-(1H-benzimidazol-1-ylmethyl)phenols were synthesized in good yields, in a single pot by the Mannich reaction of 6H,13H-5:12,7:14-dimethanedibenzo[d,i][1,3,6,8]tetraazecine and phenols at 150?under solvent-free conditions. The mechanism of formation of these Mannich bases and their subsequent thermal decompn. into 1H-benzimidazole and the resp. 2-methylphenols via an ortho-quinone-methide intermediate are also discussed.

 
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