Facile Synthesis of Dihydroquinolines via Palladium Catalyzed Sequential Amination and Cyclisation of Morita‐Baylis‐Hillman Alcohols | Zendy

Sruthi Pambingal Rajan | Zendy; Sankar P. Uma | Zendy; Saranya Thachora Venu | Zendy; Anas Saithalavi | Zendy

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

Author(s) -

Sruthi Pambingal Rajan,

Sankar P. Uma,

Saranya Thachora Venu,

Anas Saithalavi

Publication year - 2020

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.202003413

Subject(s) - chemistry , amination , allylic rearrangement , catalysis , quinoline , palladium , organic chemistry , yield (engineering) , intramolecular force , aryl , combinatorial chemistry , alkyl , materials science , metallurgy

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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