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

**Authors:** Aleksandra Topolska, Artur Przydacz, Lesław Sieroń, Anna Skrzyńska, Alberto Fraile, Jose Alemán, Łukasz Albrecht

PMC · DOI: 10.1021/acs.joc.5c01406 · The Journal of Organic Chemistry · 2025-10-11

## TL;DR

This paper presents a new method to create furan-coumarin hybrids using aminocatalysis and dearomatization.

## Contribution

A novel aminocatalytic 1,6-addition method for synthesizing furan–coumarin hybrids via dearomatization.

## Key findings

- A catalytic system with an aminocatalyst and acidic cocatalyst enables efficient 1,6-addition.
- The method works with a wide range of substrates to form furan–coumarin hybrids.
- Temporary dearomatization of 2-benzyl-3-furaldehyde is key to the reaction pathway.

## 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.

## Full-text entities

- **Chemicals:** aldehydes (MESH:D000447), furan (MESH:C039281), 2-Benzyl-3-furaldehyde (-), coumarin (MESH:C030123)

## Full text

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## Figures

5 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12570265/full.md

## References

22 references — full list in the complete paper: https://tomesphere.com/paper/PMC12570265/full.md

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Source: https://tomesphere.com/paper/PMC12570265