Literature DB >> 22934926

FeCl3·6H2O-catalyzed intramolecular allylic amination: synthesis of substituted dihydroquinolines and quinolines.

Zhiming Wang1, Shen Li, Bin Yu, Haibo Wu, Yurong Wang, Xiaoqiang Sun.   

Abstract

A facile and efficient method to synthesize 2- or 4-substituted 1,2-dihydroquinolines and quinolines catalyzed by FeCl(3)·6H(2)O (2 mol %) was described. The iron-catalyzed intramolecular allylic amination of 2-aminophenyl-1-en-3-ols proceeded smoothly to afford 13 1,2-dihydroquinoline and 8 quinoline derivatives under mild reaction conditions with good to excellent yields (up to 96%).

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Year:  2012        PMID: 22934926     DOI: 10.1021/jo301560w

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Synthesis of Tetrahydroisoquinolines Through an Iron-Catalyzed Cascade: Tandem Alcohol Substitution and Hydroamination.

Authors:  Paul T Marcyk; Silas P Cook
Journal:  Org Lett       Date:  2019-08-16       Impact factor: 6.005

2.  Nazarov cyclization of 1,4-pentadien-3-ols: preparation of cyclopenta[b]indoles and spiro[indene-1,4'-quinoline]s.

Authors:  Zhiming Wang; Xingzhu Xu; Zhanshou Gu; Wei Feng; Houjun Qian; Zhengyi Li; Xiaoqiang Sun; Ohyun Kwon
Journal:  Chem Commun (Camb)       Date:  2016-02-14       Impact factor: 6.222

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

Authors:  Pambingal Rajan Sruthi; P Uma Sankar; Thachora Venu Saranya; Saithalavi Anas
Journal:  ChemistrySelect       Date:  2020-11-18       Impact factor: 2.109

4.  Practical synthetic strategies towards lipophilic 6-iodotetrahydroquinolines and -dihydroquinolines.

Authors:  David R Chisholm; Garr-Layy Zhou; Ehmke Pohl; Roy Valentine; Andrew Whiting
Journal:  Beilstein J Org Chem       Date:  2016-08-16       Impact factor: 2.883

  4 in total

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