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Demethylenation of Troger's Bases with Concomitant Hydrazine Formation

  作者 GAO XUEFENG; HAMPTON CARISSA S; HARMATA MICHAEL  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2012年-36;  页码  7053-7056  
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[摘要]Trogers bases (TBs) react with dimethyldioxirane to produce the corresponding N-oxides in excellent yields. Upon treatment with acetic anhydride, these N-oxides undergo a Polonovski-type reaction that involves fragmentation and ultimate nitrogennitrogen bond formation to form hydrazines. Steric effects are evident in both the oxidation step and in the step involving the activation of the N-oxide, such that certain TBs are not amenable to the process.

 
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