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An efficient synthesis of benzo[b]benzofurano[2,3-e]-[1,6]naphthyridine-8-ones
Authors:Dao-Lin Wang  Dan Wu  Wei Zhao  Yong-Yang Wang  Jian-Ying Wu
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 benzob]benzofurano2,3-e]1,6]naphthyridine-8-one derivatives has been developed via Pictet-Spengler reaction of 4-(3-aminobenzofuran-2-yl)quinoline- 2-ones, which could be obtained from alkylation of 4-bromomethylquinoline-2-ones with salicylonitrile and subsequent Thorpe-Ziegler isomerization, with aromatic aldehydes under p-TsOH as catalyst in good yields.
Keywords:4-Bromomethylquinoline-2-one  Salicylonitrile  Benzo[b]benzofurano[2  3-e][1  6]naphthyridine-8-one  Thorpe-Ziegler isomerization  Pictet-Spengler reaction
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