4-Dimethylaminopyridine-catalyzed Cascade Reaction for Efficient Synthesis of Naphthofurans |
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Authors: | FAN Chenli HE Xinwei LIAO Kaisheng WANG Cui'e SHANG Yongjia |
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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 |
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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. |
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Keywords: | 4-Dimethylaminopyridine α-Halogenated ketone Cascade reaction Naphthofuran Organocatalysis |
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