# Synthesis of Nonsymmetrical 3,3′-Bicoumarins: Total Synthesis of Arteminorin C, 3,3′-Biisofraxidin, and Biscopoletin

## TL;DR

This paper describes a new method to synthesize nonsymmetrical 3,3′-bicoumarins, including three natural products, using two Perkin reactions.

## Contribution

A novel synthetic strategy for nonsymmetrical 3,3′-bicoumarins using consecutive Perkin reactions is introduced.

## Key findings

- Seventeen nonsymmetrical and two symmetrical 3,3′-bicoumarins were synthesized with yields between 30% and 86%.
- The natural products arteminorin C, 3,3′-biisofraxidin, and biscopoletin were successfully obtained using the method.

## Abstract

A strategy to access
nonsymmetrical 3,3′-bicoumarins employing
two consecutive Perkin reactions is reported. This approach is based
on the initial formation of coumarin acetic acid from a salicylaldehyde
derivative through a Perkin reaction. A second Perkin condensation
between the previously formed coumarin acetic acid and a new functionalized
salicylaldehyde allows the formation of nonsymmetrical 3,3′-bicoumarins.
Using this approach, 17 nonsymmetrical and two symmetrical 3,3′-bicoumarins
were prepared in yields ranging from 30% to 86%, and natural products
arteminorin C, 3,3′-biisofraxidin, and biscopoletin were obtained.