Mn2(CO)10 catalyzed visible-light-promoted synthesis of 1H-pyrazole-4-carboxamides; A sustainable multi-component statergy with antibacterial and cytotoxic evaluations

Abstract

Multicomponent reactions play a pivotal role in synthesizing 1H-pyrazole-4-carboxamides, underscoring its significance in sustainable organic synthesis. These compounds, valued for their diverse biological activities, have garnered substantial attention in pharmaceutical research. A facile, rapid one-pot strategy to access an extensive array of 1H-pyrazole-4-carboxamide derivatives, utilizing substituted aldehydes, cyanoacetamide, and hydrazine hydrate as substrates and a readily accessible Mn₂(CO)₁₀ as photocatalyst in EL: H₂O (1:1). Among the synthesized series, products 4b, 4 g, 4k showed remarkable antibacterial activity against E coli, P aeruginosa, S. aureus in agar medium and excellent cytotoxicity with Human colorectal carcinoma (HCT-116), Liver cancer cells (Hep-G2) and breast adenocarcinoma (MCF-7) cell lines. The current method is characterized by its affordability, non-toxicity, easy access to starting materials, and notably with minimal waste generation. Additionally, remarkable aspects include its mild operating conditions, environmentally friendly nature, and the ability to accommodate a wide range of both electron-donating and electron-withdrawing groups.