1220115-68-3Relevant academic research and scientific papers
An improved protocol for the synthesis of quinoline-2,3-dicarboxylates under neutral conditions via biomimetic approach
Madhav, Bandaru,Murthy, Sabbavarapu Narayana,Rao, Kakulapati Rama,Durga Nageswar, Yadavalli Venkata
, p. 257 - 260 (2010)
A mild and efficient protocol for synthesis of quinoline derivatives in aqueous medium under neutral conditions is described. The reaction proceeded smoothly in H2O catalyzed by supramolecular catalyst β-CD. By this protocol, various quinoline derivatives were synthesized in excellent yields.
InCl3-driven regioselective synthesis of functionalized/ annulated quinolines: Scope and limitations
Chanda, Tanmoy,Verma, Rajiv Kumar,Singh, Maya Shankar
supporting information; experimental part, p. 778 - 787 (2012/06/29)
The efficient, regioselective synthesis of functionalized/annulated quinolines was achieved by the coupling of 2-aminoaryl ketones with alkynes/active methylenes/α-oxoketene dithioacetals promoted by InCl 3 in refluxing acetonitrile as well as under solvent-free conditions in excellent yields. This transformation presumably proceeded through the hydroamination-hydroarylation of alkynes, and the Friedlaender annulation of active methylene compounds and α-oxoketene dithioacetals with 2-aminoarylketones. In addition, simple reductive and oxidative cyclization of 2-nitrobenzaldehyde and 2-aminobenzylalcohol, respectively, afforded substituted quinolines. Systematic optimization of the reaction parameters allowed us to identify two-component coupling (2CC) conditions that were tolerant of a wide range of functional groups, thereby providing densely functionalized/annulated quinolines. This approach tolerates the synthesis of various bioactive quinoline frameworks from the same 2-aminoarylketones under mild conditions, thus making this strategy highly useful in diversity-oriented synthesis (DOS). The scope and limitations of the alkyne-, activated methylene-, and α-oxoketene dithioacetal components on the reaction were also investigated.
An efficient synthesis of 2,3,4-trisubstituted quinolines through alkynylation-cyclization at ambient temperature
Patil, Dipti R.,Salunkhe, Sonali M.,Deshmukh, Madhukar B.,Anbhule, Prashant V.
experimental part, p. 1414 - 1418 (2011/12/16)
A series of 2,3,4-trisubstituted quinoline derivatives have been synthesized by reactions between 2-aminoaryl ketones and dialkyl acetylenedicarboxylate. The synthetic pathway allows for the direct construction of said quinoline derivatives in pyridine/et
