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An efficient synthesis of novel benzo[b]pyrido[3',2':4,5] thieno[2,3-e][1,6]naphthy-ridine-8-ones
Authors:Dao-Lin Wang  Yong-Yang Wang  Xiao-Ce Shi  Jian Ma
Institution:College of Chemistry and Chemical Engineering, Liaoning Key Laboratory of Synthesis and Application of Functional Compound, Bohai University, Jinzhou 121003, China
Abstract:An efficient method for the synthesis of novel benzob]pyrido3',2':4,5] thieno2,3-e]1,6] naphthyridine-8-one derivatives has been developed using a Pictet-Spengler reaction between 4-(3-aminothieno2,3-b]pyridin-2-yl)quinoline-2-ones, which could be obtained from the alkylation of 4-bromomethylquinoline-2-ones with 3-cyanopyridine-2-thione followed by a Thorpe-Ziegler isomerization, and aromatic aldehydes under p-TsOH as catalysis in good yields.
Keywords:4-Bromomethylquinoline-2-one  3-Cyanopyridine-2-thione  Benzo[b]pyrido[3'  2':4  5]thieno[2  3-e][1  6]  naphthyridine-8-one  Thorpe-Ziegler reaction  Pictet-Spengler reaction  
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