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New a-amido-a-aminonitrones as building blocks for constructing heterocyclic systems.

  作者 Trzewik, Bartosz;Ciez, Dariusz;Hodorowicz, Maciej;Stadnicka, Katarzyna;  
  选自 期刊  Synthesis;  卷期  2008年-18;  页码  2977-2985  
  关联知识点  
 

[摘要]New, stable a-amido a-amino nitrones (Z)-R1N:C(NR1OH)CONHR2 (R1 = Ph, 4-MeC6H4; R2 = 2-pyridyl, 4-methyl-2-pyridyl, 5-methyl-2-pyridyl, 5-nitro-2-pyridyl) were obtained in good yields from N-pyridin-2-yl-3-oxobutyramides and nitrosobenzenes. These a-amido a-amino nitrones were then used as new, versatile building blocks to obtain various heterocycles with both bielectrophilic and binucleophilic reagents. With CH2I2 as reagent, 1,2,5-oxadiazines were formed, whereas reactions with arom. 1,2-, 1,3-, and 1,4-diamines yielded quinoxalines, quinazolines, perimidines, and dibenzo[df][1,3]diazepines, resp.

 
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