Catalytic synthesis of new pyrazolo [3,4-b] pyridine via a cooperative vinylogous anomeric-based oxidation

Hassan Sepehrmansourie; Mahmoud Zarei; Mohammad Ali Zolfigol; Saeed Babaee; Saeid Azizian; Sadegh Rostamnia

doi:10.1038/s41598-022-17879-5

Catalytic synthesis of new pyrazolo [3,4-b] pyridine via a cooperative vinylogous anomeric-based oxidation

Sci Rep. 2022 Aug 19;12(1):14145. doi: 10.1038/s41598-022-17879-5.

Authors

Hassan Sepehrmansourie¹, Mahmoud Zarei², Mohammad Ali Zolfigol³, Saeed Babaee¹, Saeid Azizian⁴, Sadegh Rostamnia⁵

Affiliations

¹ Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 6517838683, Iran.
² Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 6517838683, Iran. mahmoud8103@yahoo.com.
³ Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 6517838683, Iran. zolfi@basu.ac.ir.
⁴ Department of Physical Chemistry, Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 6517838683, Iran.
⁵ Organic and Nano Group (ONG), Department of Chemistry, Iran University of Science and Technology (IUST), PO Box 16846-13114, Tehran, Iran.

Abstract

In this study, a novel nano-magnetic metal-organic frameworks based on Fe₃O₄ namely Fe₃O₄@MIL-101(Cr)-N(CH₂PO₃)₂ was synthesized and fully characterized. The prepared sample was used as catalyst in the synthesis of pyrazolo [3,4-b] pyridines as convenient medicine by condensation reaction of aldehydes, 5-(1H-Indol-3-yl)- 2H-pyrazol-3-ylamine and 3-(cyanoacetyl)indole via a CVABO. The products were obtained with high yields at 100 °C and under solvent-free conditions.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aldehydes*
Catalysis
Pyridines*

Substances

Aldehydes
Pyridines