4-dimethylaminopyridine-catalyzed cascade reaction for efficient synthesis of naphthofurans

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• 作者：Chenli Fan ; Xinwei He ; Kaisheng Liao…
• 关键词：4 ; Dimethylaminopyridine ; α ; Halogenated ketone ; Cascade reaction ; Naphthofuran ; Organocatalysis
• 刊名：Chemical Research in Chinese Universities
• 出版年：2016
• 出版时间：February 2016
• 年：2016
• 卷：32
• 期：1
• 页码：62-67
• 全文大小：347 KB
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• 作者单位：Chenli Fan (1) (2)
  Xinwei He (2)
  Kaisheng Liao (2)
  Cui’e Wang (2)
  Yongjia Shang (2)
  
  1. Department of Material Engineering, Wuhu Institute of Technology, Wuhu, 241003, P. R. China
  2. Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Key Laboratory of Molecule-based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, P. R. China
  
• 刊物主题：Chemistry/Food Science, general; Analytical Chemistry; Inorganic Chemistry; Organic Chemistry; Physical Chemistry;
• 出版者：Springer Berlin Heidelberg
• ISSN：2210-3171

文摘

A convenient and efficient method was developed for the synthesis of naphtho[2,1-b]furans via 4-dimethylaminopyridine(DMAP)-catalyzed cascade reaction of 2-hydroxy-1-naphthaldehydes and α-halogenated ketones in moderate to good yields in the presence of Na₂CO₃ at 80 ºC for 6 h. The mechanism for this process was briefly discussed with a tentative catalytic cycle proposed. Moreover, this method features organocatalysts and high step-economy, which make it practical and attractive. Keywords 4-Dimethylaminopyridine α-Halogenated ketone Cascade reaction Naphthofuran Organocatalysis