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

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(PPh₃)₂Cl₂/DPPP catalyst system, afforded the corresponding 1,2-dihydroquinolines upto 95?% isolated yield.

SUBMITTER: Sruthi PR

PROVIDER: S-EPMC7753362 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature

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

Sruthi Pambingal Rajan PR Sankar P Uma PU Saranya Thachora Venu TV Anas Saithalavi S

ChemistrySelect 20201118 43

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 <i>via</i> 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 ...[more]

PMID: 33363255

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