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Brønsted Acid Promoted Facile Synthesis of Benzoacridines from Aromatic Aldehydes and N-Phenyl Naphthylamines
Authors:Ting Chen  Bin Tan  Zhi Huang  Guojiang Mao  Shanping Chen  Guo-Jun Deng
Institution:1. Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, 411105 P. R. China;2. School of Chemistry and Chemical Engineering, Henan Normal University Xinxiang, Xinxiang, 453007 P. R. China
Abstract:A facile method for the rapid synthesis of benzoacridines has been described. This protocol promoted by p-toluenesulfonic acid starts from aromatic aldehydes and N-phenyl naphthylamines, affording a variety of benzoacridines in 30–90 % yields under metal-free conditions. The present approach involves a cascade of condensation, Friedel-Crafts alkylation, annulation and dehydroaromatization in one pot.
Keywords:annulation  dehydrogenation  metal-free  nitrogen heterocycles  oxidation
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