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Synthesis 2021; 53(01): 146-160
DOI: 10.1055/s-0040-1706424
DOI: 10.1055/s-0040-1706424
paper
Synthesis of Aminoalkyl-Functionalized 4-Arylquinolines from 2-(3,4-Dihydroisoquinolin-1-yl)anilines via the Friedländer Reaction
This work was financially supported by the Russian Foundation for Basic Research (grant 16-03-00561) and the Ministry of Science and Higher Education of the Russian Federation (project АААА-А18-118033090090-0).Further Information
Publication History
Received: 12 April 2020
Accepted after revision: 27 July 2020
Publication Date:
01 September 2020 (online)
Abstract
A new approach for the efficient and convenient synthesis of novel aminoalkyl-functionalized 4-arylquinolines via the Friedländer reaction of differently substituted 2-(3,4-dihydroisoquinolin-1-yl)anilines with various α-methylene ketones in acetic acid was developed. The reaction allows easy access to a diversity of 4-arylquinoline derivatives in moderate to excellent yields under mild conditions.
Key words
Friedländer reaction - Schiff bases - 2-(3,4-dihydroisoquinolin-1-yl)anilines - ketones - acetic acid - 4-arylquinolinesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1706424.
- Supporting Information
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For selected reviews on the biological activity of synthetic and natural quinolines, see:
For selected reviews on recent advances in the synthesis of quinolines, see:
For reviews on the Friedländer reaction, see:
For some recent examples of the Friedländer reaction, see:
For selected examples, see:
For selected examples, see: