Facile One-Pot Fischer–Suzuki–Knoevenagel Microwave-Assisted Synthesis of Fluorescent 5-Aryl-2-Styryl-3H-Indoles
In this study, novel fluorescent 5-aryl-2-styryl-3<i>H</i>-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 <sup>1</sup>H, <sup>13</sup>C, <sup>15</sup>N, and <sup>19</sup>F 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.
Authors
- Neringa Kleizienė (ORCID: https://orcid.org/0009-0002-1390-1265)
- Algirdas Šačkus (ORCID: https://orcid.org/0000-0002-1514-4934)
- Aurimas Bieliauskas (ORCID: https://orcid.org/0000-0002-3838-261X)
- Martynas R. Bartkus (ORCID: https://orcid.org/0009-0000-7480-7673)
Institutions
- Kaunas University of Technology (LT)
Publication Details
- Journal
- Molecules
- Published
- 2025-06-07
- DOI
- https://doi.org/10.3390/molecules30122503
- Primary Topic
- Synthesis of Organic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00