creating knowledge for future

 
       

An international journal publishing high quality articles in all areas of science.

 
 
   
Browse Articles
 
         
  Journal Links
 
                  
   
 
  Sci. Lett. J. 2013, 2: 41  
  Research Article
  Suppl. Material Full Text
A facile reductive ring-cleavage of isoxazole motif to synthesize 1-amino-2-acetylanthraquinone: Dual role of N,N-dimethylformamide  
  Zhongkui Zhao, Renzhi Li, Yu Li  
     
State Key Laboratory of Fine Chemicals, Department of Catalysis Chemistry and Engineering, School of Chemical Engineering, Dalian University of Technology, 2 Linggong Road, Dalian 116024, China
   
  Abstract  
  This work presents a facile metal-free approach for clean and highly-efficient synthesis of 1-amino-2-acetylanthraquinone via a reductive ring-cleavage of 3-methyl-anthra-[1,2-c]-isoxazol-6,11-dione by using N,N-dimethylformamide (DMF) as both catalyst and reaction media under mild reaction conditions, and 96% conversion with 95.0% selectivity of the desired product have been achieved. This finding provides a new and highly-efficient alternative to the traditional synthetic method of 1-amino-2-acetylanthraquinone by stoichiometric reduction process, and also opens a new way for the efficient reductive ring-cleavage reactions of other isoxazole motifs to corresponding ortho-amino ketones including but not limited to 1-amino-2-acetylanthraquinone.  
     
  Keywords  
  N,N-dimethylformamide; Dual roles; Reductive ring-cleavage; Isoxazole motif; ortho-amino ketones; 1-amino-2-acetylanthraquinone  
     
   
     
 
  © 2016 Cognizure