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First Use of HEH in Oxazine Synthesis: Hydroxy-Substituted 2H-1,4-Benzoxazine Derivatives

  作者 MENG QINGYUAN; LIU QIANG; LI JING; XING RUIGUANG; SHEN XIAOXIA; ZHOU BO  
  选自 期刊  SYNLETT;  卷期  2009年-20;  页码  3283-3286  
  关联知识点  
 

[摘要]The synthesis of 2H-1,4-benzoxazine derivatives from 1,2-epoxy-3-(2-nitroaryloxy)propanes in the presence of Hantzsch 1,4-dihydropyridine (HEH) and Pd/C as a catalyst was achieved. The nitro group was reduced before the epoxide functionality, leading to attack of the amino group on the epoxide moiety in a 6-exofashion. By introducing a methyl group at the 1-position, the 7-endo ring-closed product could also be formed.

 
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