# Facile One-Pot Fischer–Suzuki–Knoevenagel Microwave-Assisted Synthesis of Fluorescent 5-Aryl-2-Styryl-3H-Indoles

**Authors:** Martynas Rojus Bartkus, Neringa Kleizienė, Aurimas Bieliauskas, Algirdas Šačkus

PMC · DOI: 10.3390/molecules30122503 · Molecules · 2025-06-07

## TL;DR

This paper presents a microwave-assisted method to efficiently create fluorescent indole compounds with varied optical properties.

## Contribution

A one-pot microwave method combining Fischer, Suzuki, and Knoevenagel reactions for synthesizing fluorescent indoles.

## Key findings

- The synthesized indole derivatives showed varied emission shifts based on substituent groups.
- Quantum yields ranged from negligible to high, indicating tunable optical properties.
- Structural assignments were confirmed using NMR, IR, and HRMS data.

## Abstract

In this study, novel fluorescent 5-aryl-2-styryl-3H-indole derivatives were efficiently synthesized from 4-bromophenylhydrazine hydrochloride using the microwave-accelerated one-pot technique, which includes Fischer synthesis, Suzuki cross-coupling, and Knoevenagel condensation. The structural assignments of the synthesized compounds were based on 1H, 13C, 15N, and 19F NMR; IR spectroscopy; and HRMS spectral data. The optical properties of the newly obtained styryl-indole dyes were studied using UV-vis and fluorescence spectroscopy, which clearly demonstrated that the derivatives substituted with electron-donating or -withdrawing groups exhibited varying emission shifts and quantum yields ranging from negligible to high.

## Linked entities

- **Chemicals:** 4-bromophenylhydrazine hydrochloride (PubChem CID 12157)

## Full-text entities

- **Chemicals:** 1H (-), 13C (MESH:C000615229)

## Full text

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## Figures

9 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12196462/full.md

## References

73 references — full list in the complete paper: https://tomesphere.com/paper/PMC12196462/full.md

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Source: https://tomesphere.com/paper/PMC12196462