A SIMPLE AND EFFICIENT SYNTHESIS OF 1,3,6-TRISUBSTITUTED PYRAZOLOQUINOLINES <i>VIA</i> INTRAMOLECULAR CYCLIZATION – OPTIMIZATION STUDIES

Авторы

  • Mateusz Kucharek Department of Biotechnology and General Technology of Food, Faculty of Food Technology, University of Agriculture in Cracow, 122 Balicka St., Cracow 30-149
  • Andrzej Danel Faculty of Materials Engineering and Physics, Cracow University of Technology, 1 Podchorążych St., Cracow 30-048
  • Arkadiusz Gut Faculty of Chemistry, Jagiellonian University, 2 Gronostajowa St., Cracow 30-387

DOI:

https://doi.org/10.1007/6706

Ключевые слова:

aminopyrazoles, pyrazoloquinolines, formylation, intramolecular cyclization

Аннотация

In this work, we developed a straightforward and convenient method for the synthesis of substituted pyrazoloquinolines – highly desirable compounds for many high-tech and biomedical applications. On the basis of intramolecular cyclization of 5-(N-aryl)aminopyrazoles in the presence of DMF diethyl acetal and POCl3, a series of differently substituted pyrazoloquinolines were synthesized. The synthetic procedure was thoroughly optimized taking into account key factors such as the type of formylating agent (DMF vs. DMF diethyl diacetal), reaction temperature, and stoichiometry of the reagents used. Because of its versatility, simplicity, and ease in purification of the obtained products, this synthetic approach provides a valuable guideline in the rational design of pyrazoloquinoline-based functional materials.

Биография автора

Mateusz Kucharek, Department of Biotechnology and General Technology of Food, Faculty of Food Technology, University of Agriculture in Cracow, 122 Balicka St., Cracow 30-149

Department of Biotechnology and General Technology of Food

Опубликован

2022-11-17

Выпуск

Раздел

Оригинальные статьи