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Controlled and Efficient Synthesis of Quinoline Derivatives from Morita-Baylis-Hillman Adducts by Palladium-Catalyzed Heck Reaction and Cyclization

Kodirajan Selvakumar*, Kandapalam Arun Prasath Lingam, Rama Varma Luxmi Varma, Veerappan Vijayabaskar

*Department of Chemistry, Sethu Institute of Technology, Pulloor, Tamil Nadu 626 115, India, Email: selvaramkumaryahoo.co.in

K. Selvakumar, K. A. P. Lingam, R. V. L. Varma, V. Vijayabaskar, Synlett, 2015, 26, 646-650.

DOI: 10.1055/s-0034-1379938


Abstract

A palladium-catalyzed Heck reaction enables an efficient synthesis of 2,3-disubstituted quinoline derivatives from easily accessible (het)aryl-substituted Morita-Baylis-Hillman adducts via α-benzyl β-keto ester derivatives that can cyclize into the corresponding quinolines in good yields.

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Key Words

quinolines, cyclizations, catalysis, palladium, Heck reactions, tandem reactions


ID: J60-Y2015