Catalyst-Free Mild Fusion of DBU with Pyrrolyl-Pyridinium Chlorides Involving Acylethynylpyrroles

Abstract

A widely known strong base DBU undergoes mild fusion with 2-acylethynylpyrroles (room temperature, no catalyst, MeCN, 24 h, extraction with CHCl₃) to afford condensed diazaheterocyclic systems incorporating pyrrolyl-pyridinium chlorides, 3-(1H-pyrrol-2-yl)-1-aryl-5,6,7,8,9,10-hexahydro-4H-6a-aza-3a-azoniacyclohepta[1,2,3-de]naphthalene chlorides, in 56–90% yields. The synthesized compounds are water soluble and exhibit weak blue-green fluorescence at 506–555 nm.

Keywords

Acylethynylpyrroles - DBU - Pyrrolyl-pyridinium hydroxide - Pyrrolyl-pyridinium chloride - Fluorescence

Publikationsverlauf

Eingereicht: 17. April 2025

Angenommen nach Revision: 25. Juni 2025

Accepted Manuscript online:
25. Juni 2025

Artikel online veröffentlicht:
04. August 2025

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