Microwave-assisted synthesis of pyrazolo[3,4- b ]pyridine derivatives (microreview)
- PDF / 340,492 Bytes
- 3 Pages / 594 x 792 pts Page_size
- 4 Downloads / 226 Views
Microwave-assisted synthesis of pyrazolo[3,4-b]pyridine derivatives (microreview) Ludmila V. Dyadyuchenko1*, Irina G. Dmitrieva2 1
All-Russian Research Institute of Biological Plant Protection, 14 Vavilova St., Krasnodar 350039, Russia; е-mail: [email protected] 2 Kuban State Agrarian University, 13 Kalinina St., Krasnodar 350044, Russia Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(11), 1414–1416
Submitted July 4, 2020 Accepted July 29, 2020
The microreview summarizes the literature data on microwave-assisted synthesis of pyrazolo[3,4-b]pyridine derivatives, published since 2015, including multicomponent reactions and synthesis of pyrazolo[3,4-b]pyridines which are fragments of polycyclic structures. Introduction Pyrazolo[3,4-b]pyridines have been the object of increased attention of researchers for many decades, which is caused by their enormous biological potential combined with a broad synthetic scope. They have been the subject of numerous reviews1 analyzing various strategies for constructing the heterocyclic system and new approaches to synthetic methods. A great advantage of pyrazolopyridines is the wide range of pharmacological activity;1,2 Two-component synthesis of pyrazolo[3,4-b]pyridines Substituted 5-aminopyrazoles are classic synthons in the construction of the pyrazolopyridine system. Syntheses employing them are widely represented by both traditional and microwave-assisted reactions for the preparation of pyrazolo[3,4-b]pyridines. 5-Aminopyrazoles 1 under microwave irradiation react with diethyl 2-(ethoxymethylenene)-
its pesticidal properties were also reported.3 At the same time, the synthesis of pyrazolo[3,4-b]pyridines using microwave irradiation is presented only by few publications in the mentioned reviews. Microwave-assisted reactions, in comparison with traditional synthesis, are characterized by milder conditions, high rate, and purity of the obtained products. Therefore, they are becoming more and more popular.
malonate (2) to form derivatives 3, which, when heated with POCl3, condense into pyrazolopyridines 4 in high yields.4 A series of pyrazolo[3,4-b]pyridines 6 were obtained in the reaction of 5-aminopyrazoles 1 with 3-formylchromones 5 without solvent using a reusable green catalyst (KHSO4) under the conditions of microwave irradiation.5
Lyudmila Vsevolodovna Dyadyuchenko received her PhD degree in 1989. Currently, she is Head of the Laboratory of plant growth regulators at the All-Russian Research Institute of Biological Plant Protection. Research interests: chemistry of nitrogen-containing heterocycles, synthesis of biologically active substances. 0009-3122/20/56(11)-1414©2020 Springer Science+Business Media, LLC
1414
Irina Gennadievna Dmitrieva received her PhD degree in 2007. Currently, she is Associate professor of the Department of Chemistry of the Kuban State Agrarian University. Research interests: chemistry of nitrogen- and sulfurcontaining heterocycles, synthesis of biologically active substances.
Chemistry of Heterocyclic Compounds 202
Data Loading...
