Iron-Based Imidazolium Salts as Versatile Catalysts for the Synthesis of Quinolines and 2- and 4-Allylanilines by Allylic Substitution of Alcohols

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Title: Iron-Based Imidazolium Salts as Versatile Catalysts for the Synthesis of Quinolines and 2- and 4-Allylanilines by Allylic Substitution of Alcohols
Authors: Trillo Alarcón, María Paz | Pastor, Isidro M.
Research Group/s: Nuevos Materiales y Catalizadores (MATCAT)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica
Keywords: C-alkylation | Allylic alcohols | Imidazolium salts | Iron(III) catalysts | Quinolines
Knowledge Area: Química Orgánica
Issue Date: 15-Sep-2016
Publisher: Wiley-VCH Verlag GmbH & Co. KGaA
Citation: Advanced Synthesis & Catalysis. 2016, 358(18): 2929-2939. doi:10.1002/adsc.201600315
Abstract: Readily available iron(III)-based imidazolium salts have proven to be very versatile catalysts for the allylic substitution reaction of alcohols with anilines, allowing the synthesis of quinolines, 2-allylanilines and 4-allylanilines just by modulating the reaction conditions. Noteworthy, the formation of quinoline derivatives proceeds by ortho-allylation of the corresponding aniline and subsequent oxidative cyclization mediated by atmospheric oxygen. The reaction using anilines as nucleophiles is selective to the C-alkylation versus the N-alkylation, under any reaction conditions studied.
Sponsor: This work was financially supported by the University of Alicante.
URI: http://hdl.handle.net/10045/62693
ISSN: 1615-4150 (Print) | 1615-4169 (Online)
DOI: 10.1002/adsc.201600315
Language: eng
Type: info:eu-repo/semantics/article
Rights: © 2016 Wiley-VCH Verlag GmbH&Co. KGaA, Weinheim
Peer Review: si
Publisher version: http://dx.doi.org/10.1002/adsc.201600315
Appears in Collections:INV - MATCAT - Artículos de Revistas
INV - AMIC - Artículos de Revistas

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