Affiliation:
1. Pharmaceutical Chemistry Section, Van Yüzüncü Yil University
2. Engineering Faculty, Biomedical Engineering, Necmettin Erbakan University
3. Muradiye Vacational School, Van Yüzüncü Yil University
4. Faculty of Educational Sciences, Van Yüzüncü Yil University
Abstract
AbstractThe pyrrolo[1,2-a]quinoxaline skeleton has significant potential for many biological and optical applications. Hence, in this study, unconjugated ynone derivatives were treated with 1,2-diaminoarenes in a gold-catalyzed cyclization to give 2-(1H-pyrrol-1-yl)anilines, which are valuable starting materials, and pyrrolo[1,2-a]quinoxalines by a one-pot and single-step approach. A reaction mechanism for the formation of the pyrrolo[1,2-a]quinoxaline skeleton featuring a key gold carbene intermediate is proposed. On the other hand, the methyl group on the C-2 position of the 2-(1H-pyrrol-1-yl)anilines was oxidized by SeO2 to give the pyrrolo[1,2-a]quinoxaline skeleton, resulting in 14 different pyrrolo[1,2-a]quinoxaline derivatives.
Funder
Türkiye Bilimsel ve Teknolojik Araştırma Kurumu
Türkiye Bilimler Akademisi