An efficient one-pot synthesis of quinoline-2,3,4-tricarboxylates is described by reaction of isatin (indoline-2,3-dione) and electron-deficient acetylenic esters in the presence of sodium O-alkyl carbonodithioates, themselves prepared by addition of sodium hydride to a solution of an alcohol in CS2. (C) 2010 Published by Elsevier Ltd.
A Novel One-Pot Synthesis of Substituted Quinolines
AbstractA synthesis of quinoline derivatives is described via reaction between ethyl bromopyruvate (=ethyl 3‐bromo‐2‐oxopropanoate), acetylenedicarboxylate, and isatin (=1H‐indole‐2,3‐dione) in the presence of NaH as a base. Also, these reactions were performed without ethyl bromopyruvate. The reaction in the presence of ethyl bromopyruvate provides regioselectively a quinoline with the ethyl ester group in 4‐position. In the absence of ethyl bromopyruvate, the reaction leads to functionalized quinolines with the same ester groups in 2‐, 3‐, and 4‐positions.
Nano KF/Clinoptilolite: An Effective Heterogeneous Base Nanocatalyst for Synthesis of Substituted Quinolines in Water
A proficient, green and environmentally benign one-pot three-component synthesis of functionalized quinolines was developed by condensation reactions of isatin, activated acetylenic compounds, and alcohols in the presence of KF/CP (NPs) as a heterogeneous base nanocatalyst, at room temperature in water.[GRAPHICS]