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Paper | Regular issue | Vol 94, No. 11, 2017, pp.2054-2064
Published online, 21st September, 2017
DOI: 10.3987/COM-17-13801
AlCl3-Promoted Cyclization of β-Keto Derivatives with in situ Generated Enamines under Solvent-Free High Speed Ball Milling: An Efficient One-Pot Access to Polysubstituted 1,4-Dihydropyridines

Ji-Chao Zeng, Fei Yu, Abdullah M. Asiri, Hadi M. Marwani, and Ze Zhang*

*School of Biological & Chemical Engineering, Anhyui Polytechnic University, No. 8, Beijing Road, Wuhu 241000, China

Abstract

Under high speed ball milling (HSBM), a simple method for efficient synthesis of structurally diverse polysubstituted 1,4-dihydropyridines is developed via AlCl3-promoted Robinson-like cyclization of β-keto derivatives with in situ generated enamines. This one-pot protocol exhibits the advantages of high chemoselectivity, short reaction time, good functional group tolerance, mild reaction condition and easy work-up.