Cu-catalyzed Synthesis of Quinolines by Dehydrogenative Reaction of 2-Aminobenzyl Alcohol and Ketones: A Combined Experimental and Computational Study

Quinoline derivatives are important moieties in bioactive molecules and advanced materials. However, an efficient strategy to synthesize quinoline derivatives remains challenging. Herein, we describe an efficient and practical method for the synthesis of quinolines by Cu-catalyzed cyclization of 2-amino benzyl alcohol with ketones (or secondary alcohols) via an acceptorless dehydrogenation pathway. Interestingly, a range of highly functionalized quinolines is prepared in good yields using low catalyst loading under relatively mild conditions. Furthermore, density functional theory (DFT) calculations are carried out to investigate mechanistic insights for the acceptorless dehydrogenation pathway.

Automated summary

In this article, an efficient and practical method for the synthesis of quinolines via an acceptorless dehydrogenation pathway is described. The Cu-catalyzed cyclization of 2-amino benzyl alcohol with ketones (or secondary alcohols) results in a range of highly functionalized quinolines in good yields under relatively mild conditions. Density functional theory (DFT) calculations provide mechanistic insights for the acceptorless dehydrogenation pathway.