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

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.

Applications of novel composite UiO-66-NH2/Melamine with phosphorous acid tags as a porous and efficient catalyst for the preparation of novel spiro-oxindoles

“…3,4 These porous materials are used in many applications such as gas absorption, energy storage, drug delivery and catalysis. 5–9 Furthermore, the unique properties of MOFs make them versatile for catalytic applications. Indeed, the field of catalysis has become a rapidly developing interdisciplinary research area.…”

Superior Adsorption Efficiency of MIL‐101 (Cr) and Nano‐MIL‐101 (Cr) in Anionic and Cationic Dye Removal from Aqueous Solution

“…In TG/ DTG profiles, the first step shown to involve the removal of guest water and solvent molecules in the range of 25-170 °C for MIL-101 (Cr) and 25-280 °C for nano-MIL-101 (Cr). [49] The first step between 370 and 520 °C was explained by the decomposition of the organic parts and the collapse of the framework for each sample. [50] DTA crystallization peaks were detected at 370 and 400 °C, which is in strong agreement with the rapid mass loss detected by TG thermography.…”

Catalytic Application of a Novel Basic Alkane‐sulfonate Metal‐organic Frameworks in the Preparation of Pyrido[2,3‐d]pyrimidines via a Cooperative Vinylogous Anomeric‐based Oxidation

“…Post‐synthetic modification (PSM) is the best strategy for the development of metal‐organic frameworks (MOFs) with properties of robust, stable, ordered and highly accessible porous materials as catalysts, selective adsorbents, energy storage and sensors [8–12] . Our research group has applied the post‐synthetic method (PSM) strategy for the preparation of different types of metal‐organic frameworks (MOFs) based on Al, Cr, Zr, Bi and Zn as catalysts [13–17] …”

“…In recent years, the anomeric‐based oxidation (ABO) concept has been known for the final step of the oxidation/reduction mechanism in the preparation of biological compounds such as ( N ‐methyl‐pyrrole)‐pyrazolo[3,4‐ b ]pyridines, pyrimido[4,5‐ b ]quinolones and (3'‐indolyl)‐pyrazolo[3,4‐ b ]pyridin (Scheme 1). [41] Also, this concept for the reduction of compounds by NADH and NADPH 2 has acted via a hydride transfer [14–17,42–45] . The development of cooperative vinylogous anomeric‐based oxidation (CVABO) is at the forefront of organic chemistry due to the importance of this concept in promoting the synthesis of organic compounds with biological properties [38–40] .…”