Aminocatalytic 1,6-Addition of 2-Benzyl-3-furaldehyde to 3-Cyano-4-styrylcoumarins: A Dearomative Approach for the Synthesis of Furan–Coumarin Hybrids

Abstract

In the manuscript, the application of temporary dearomatization of 2-benzyl-3-furaldehyde under aminocatalytic conditions in a 1,6-addition pathway is described. In such reaction setup catalytically generated dienamine derived from heteroaromatic aldehydes reacts with coumarin derivatives in 1,6-addition. Developed approach utilizes a catalytic system consisting of an aminocatalyst and an acidic cocatalyst, which is crucial for the reaction efficiency. The reaction displays a wide substrate scope generating target products containing furan and coumarin moieties.