Facile Synthesis of Dihydroquinolines via Palladium Catalyzed Sequential Amination and Cyclisation of Morita-Baylis-Hillman Alcohols

通过钯催化的 Morita-Baylis-Hillman 醇的连续胺化和环化反应简便合成二氢喹啉

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Abstract

Quinolines and its derivatives are significant class of heterocyclic compounds which are identified as the key component in many natural products and biologically important molecules. We describe herein a facile method for the synthesis of quinoline derivatives from Morita-Baylis-Hillman (MBH) Alcohols via Palladium Catalyzed intramolecular aryl amination followed by allylic amination pathway. The reaction between a series of MBH alcohols and amino compounds (Tosyl, aliphatic and aromatic amines) under optimized reaction conditions with Pd(PPh(3))(2)Cl(2)/DPPP catalyst system, afforded the corresponding 1,2-dihydroquinolines upto 95 % isolated yield.

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