When β-ketodithioesters (β-KDEs) are treated with various electrophiles in multi-component reactions, three types of highly substituted and densely functionalized reactive intermediates are generated in good yields. Dual role of piperidine as base and nucleophile in Knoevenagel condensation reactions of aromatic aldehydes and β-ketodithioesters has been observed in our investigations. Trisubstituted (Z)-prop-2-en-1ones have been obtained stereoselectively as a result of these condensation reactions. β-KDEs were further utilized in allylation reactions with allyl bromide and alkylamines leading to allylated β-ketodithioestersand allylated β-ketoamides in good yields.
An efficient InCl 3-catalyzed sequential reaction of aromatic amines, aromatic aldehydes and functionalized alkynes leading to the formation of new quinoline derivatives exhibiting significant fluorescence activities is described. The photophysical investigations of quinolines were carried out by absorption and photoluminescence measurements. One particular compound 4 h having maximum intensity, emitting green colour (Φ = 0.78) with average life time of 6.20 ns was the best amongst the tested compounds. The presence of the amino group at the 4-aryl substituent of the quinoline backbone played an important role in executing the Povarov cyclization successfully and enhancing the flourescence properties of the newly synthesized quinolines.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.