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4-Dimethylaminopyridine-catalyzed Cascade Reaction for Efficient Synthesis of Naphthofurans
Authors:FAN Chenli  HE Xinwei  LIAO Kaisheng  WANG Cui'e  SHANG Yongjia
Affiliation: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
Abstract: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℃ 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 makes it practical and attractive.
Keywords:4-Dimethylaminopyridine  α-Halogenated ketone  Cascade reaction  Naphthofuran  Organocatalysis  
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