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Acid‐Controlled Chemodivergent Synthesis of Three Differently Substituted Quinolines via Site Selective Coupling of ortho ‐ Aminoaryl Ketones with α‐Enolic Dithioesters
Author(s) -
Koley Suvajit,
Chanda Tanmoy,
Ramulu B. Janaki,
Chowdhury Sushobhan,
Singh Maya Shankar
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500962
Subject(s) - chemistry , moiety , catalysis , coupling (piping) , combinatorial chemistry , solvent , organic chemistry , mechanical engineering , engineering
A straightforward approach for the chemodivergent synthesis of quinolines is described through site‐selective coupling of ortho ‐aminoaryl ketones with α‐enolic dithioesters (DTEs) under solvent‐free conditions. The operationally and user‐simple one‐pot methodology is based on the trifunctional nature of DTEs. Both the carbonyl and the thiocarbonyl moiety in α‐enolic dithioesters were employed for the efficient construction of three differently substituted quinolines in a chemoselective manner simply by variation of an easy to handle acid catalyst.