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Reactions of Unsaturated Azides; Part 27:(1) Synthesis of 1,4-Diazidobuta-1,3-dienes

  作者 BANERT KLAUS; KOEHLER FRANK; MELZER ANTJE; SCHARF INGOLF; RHEINWALD GERD; RUEFFER TOBIAS; LANG HEINRICH  
  选自 期刊  Synthesis;  卷期  2011年-10;  页码  1561-1568  
  关联知识点  
 

[摘要]Three different methods to prepare 1,4-diazidobuta-1,3-dienes are presented: nucleophilic substitution of electron-poor dichlorinated substrates, nucleophilic addition of hydrazoic acid at an electron-deficient diallene, and a sequence of prototropic isomerizations of propargyl sulfones followed by nucleophilic additions. In all cases, isolation and assignment of the diastereomeric products was possible, and some sequential reactions, such as reduction or 1,3-dipolar cycloaddition of the azido groups, were performed.

 
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