Literature DB >> 28233219

A general three-step one-pot synthesis of novel (E)-6-chloro-2-(aryl/hetarylvinyl)quinoline-3-carboxylic acids.

Yang Li1,2, Yang Wang3, Hongtao Zou4.   

Abstract

In this work, a facile and general three-step one-pot synthesis of structurally new (E)-6-chloro-2-(aryl/hetarylvinyl)quinoline-3-carboxylic acid derivatives has been achieved from easily available ethyl 6-chloro-2-(chloromethyl) quinoline-3-carboxylate and aromatic or heteroaromatic aldehydes. This strategy features simple one-pot operation, tolerance of a wide range of substituents, and good yields. Moreover, these newly synthesized compounds belong to a new class of quinoline derivatives and could be good candidates for the development of more complex quinoline compounds for use in medicinal chemistry.

Entities:  

Keywords:  Aromatic aldehydes; Carboxylic acid; Quinoline; Three-step one-pot

Mesh：

Substances：

Year:  2017        PMID： 28233219     DOI： 10.1007/s11030-017-9730-2

Source DB:  PubMed          Journal:  Mol Divers        ISSN： 1381-1991            Impact factor:   2.943


  7 in total

1.  Modeling of the inhibition of retroviral integrases by styrylquinoline derivatives.

Authors:  M Ouali; C Laboulais; H Leh; D Gill; D Desmaële; K Mekouar; F Zouhiri; J d'Angelo; C Auclair; J F Mouscadet; M Le Bret
Journal:  J Med Chem       Date:  2000-05-18       Impact factor: 7.446

2.  New HIV-1 replication inhibitors of the styryquinoline class bearing aroyl/acyl groups at the C-7 position: synthesis and biological activity.

Authors:  Marie Normand-Bayle; Christophe Bénard; Fatima Zouhiri; Jean-François Mouscadet; Hervé Leh; Claire-Marie Thomas; Gladys Mbemba; Didier Desmaële; Jean d'Angelo
Journal:  Bioorg Med Chem Lett       Date:  2005-09-15       Impact factor: 2.823

3.  Structure-activity relationships and binding mode of styrylquinolines as potent inhibitors of HIV-1 integrase and replication of HIV-1 in cell culture.

Authors:  F Zouhiri; J F Mouscadet; K Mekouar; D Desmaële; D Savouré; H Leh; F Subra; M Le Bret; C Auclair; J d'Angelo
Journal:  J Med Chem       Date:  2000-04-20       Impact factor: 7.446

4.  Investigating the antiproliferative activity of quinoline-5,8-diones and styrylquinolinecarboxylic acids on tumor cell lines.

Authors:  B Podeszwa; H Niedbala; J Polanski; R Musiol; D Tabak; J Finster; K Serafin; M Milczarek; J Wietrzyk; S Boryczka; W Mol; J Jampilek; J Dohnal; D S Kalinowski; D R Richardson
Journal:  Bioorg Med Chem Lett       Date:  2007-09-14       Impact factor: 2.823

5.  Styrylquinoline derivatives: a new class of potent HIV-1 integrase inhibitors that block HIV-1 replication in CEM cells.

Authors:  K Mekouar; J F Mouscadet; D Desmaële; F Subra; H Leh; D Savouré; C Auclair; J d'Angelo
Journal:  J Med Chem       Date:  1998-07-16       Impact factor: 7.446

6.  Aza-analogue dibenzepinone scaffolds as p38 mitogen-activated protein kinase inhibitors: design, synthesis, and biological data of inhibitors with improved physicochemical properties.

Authors:  Solveigh C Karcher; Stefan A Laufer
Journal:  J Med Chem       Date:  2009-03-26       Impact factor: 7.446

7.  First synthesis of 2-(benzofuran-2-yl)-6,7-methylene dioxyquinoline-3-carboxylic acid derivatives.

Authors:  Wentao Gao; Jia Liu; Yun Jiang; Yang Li
Journal:  Beilstein J Org Chem       Date:  2011-02-15       Impact factor: 2.883
  7 in total
  1 in total

1.  Application of 2,4-bis(halomethyl)quinoline: synthesis and biological activities of 2,4-bis(benzofuran-2-yl)- and 2,4-bis(aroxymethyl)quinolines.

Authors:  Yang Li; Qiqi Xu; Zhiyuan Li; Wentao Gao; Yu Chen
Journal:  Mol Divers       Date:  2019-03-20       Impact factor: 2.943
  1 in total

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