Synthesis and Antioxidant Activity of a New Class of Pyridinylcarbamoylmethyl Pyrrolyl/Pyrazolylcarboxamides

Abstract

A new class of pyridinylcarbamoylmethyl pyrrolyl/pyrazolylcarboxamides was prepared from the synthetic intermediate pyridinylcarbamoylmethyl cinnamamide adopting simple and versatile synthetic methodologies. All the synthesized compounds were evaluated for antioxidant activity. Among all the tested compounds, the methoxy‐substituted pyrazolyl pyridines displayed significant antioxidant activity in all the three methods when compared with the standard ascorbic acid. Moreover, compounds having more number of electron‐donating groups exhibited greater activity.

Synthesis of Multi-Substituted Pyrrole Derivatives Through [3+2] Cycloaddition with Tosylmethyl Isocyanides (TosMICs) and Electron-Deficient Compounds

“…As shown in Scheme 3 , the electron-withdrawing groups may be esters, amides, ketones, nitros, cyanos, aryls, etc. [ 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44 , 45 , 46 , 47 , 48 , 49 , 50 , 51 , 52 , 53 , 54 , 55 , 56 , 57 , 58 , 59 , 60 ]. Based on the different types of electron-withdrawing group attached to the alkenes, they are classified and described in order ( Scheme 3 ).…”

“…Then occurs the reaction of 68 with TosMIC 16 in the presence of NaH and in a solvent mixture of ether and dimethylsulfoxide (2:1) produced N -((4-(aryl)-3-cyano-6-(aryl) pyridin-2-ylcarbamoyl)methyl)-4-phenyl-1 H -pyrrole-3-carboxamide 69 . The bis amido linked aromatized heterocycles pyrrolyl pyridines 69 exhibited excellent radical scavenging activity ( Scheme 18 ) [ 38 ].…”

Recent Advances for the Synthesis of N‐Unsubstituted Pyrroles

“…A new class of pyridinylcarbamoylmethyl pyrrolylcarboxamides 292 was prepared [95] from the synthetic intermediate pyridinylcarbamoylmethyl cinnamamide 291 adopting simple and versatile synthetic methodologies. All the synthesized compounds were evaluated for antioxidant activity (Scheme 97).…”

An efficient green approach for the synthesis of benzothiazole‐linked pyranopyrazoles as promising pharmacological agents and docking studies

“…To avoid the above conditions, we make use of eco-friendly reagents, [2,3] green solvents, [4] reusable catalysts, and biodegradable elements, control of multiple steps, and use of an iterative approach are attractive strategies in the area of synthetic research. [5][6][7][8][9] Besides, from the green chemistry point of view, use of recyclable catalysts in multicomponent synthetic pathways plays an important role to avoid bulk usage of the catalyst and achieve economy. On the other hand, compared to the regularly used synthetic organic solvents, water-based solvents are desirable because they are eco-friendly in synthetic research.…”