Cu/SiO2-Pr-NH-Benz as a novel nanocatalyst for the efficient synthesis of 1,4-disubstituted triazoles and propargyl amine derivatives in an aqueous solution

Abstract

In this work, an innovative nanocatalyst (Cu/SiO 2 -Pr-NH-Benz) was synthesized and applied to coupling and click reaction in an aqueous solution. This work reports an efficient and straightforward approach for synthesizing diverse propargylamine and 1,2,3-triazole derivatives in excellent yield and short-time reaction. Also, a novel method involving the Cu NPs supported on the SiO 2 nanocatalyst as a heterogeneous novel catalyst for the "onepot" three-component A 3 -coupling of aldehyde, amine, and alkynes and "one-pot" click reaction between alkyne, benzyl halide, and sodium azide in the water at room temperature was developed. Significant advantageous such as enhanced catalytic activity with efficient recycling for the one-pot synthesis of 1,4-disubstituted triazoles and propargyl amine derivatives and in green condition were observed. Also, after five successive reactions, the catalytic activity of recycled Cu/SiO 2 -Pr-NH-Benz remained high without significant loss in its intrinsic activity.

Green synthesis of 1,4-disubstituted 1,2,3-triazoles: a sustainable approach

“…Darroudi et al introduced an innovative CuNPs supported on SiO 2 nano-catalyst (Cu/SiO 2 -Pr-NH-Benz) for an efficient and straightforward one-pot three-component click reaction, yielding 1,4-disubstituted 1,2,3-triazole hybrids in water at rt with outstanding yields and a short reaction time, as demonstrated in Table 1, entry (13). 57 This approach offered advantages such as simplicity, efficiency, and environmental friendliness. In a recent study, various research groups have achieved significant advancements in the synthesis of 1,4-disubstituted 1,2,3-triazoles, employing different catalytic systems and green reaction conditions.…”

A New Insight Into The Huisgen Reaction: Heterogeneous Copper Catalyzed Azide‐Alkyne Cycloaddition for the Synthesis of 1,4‐Disubstituted Triazole (From 2018–2023)

“…Darroudi and team successfully synthesized an innovative nanocatalyst known as Cu/SiO 2 ‐Pr‐NH‐Benz through a three‐step procedure to immobilize copper on modified SiO 2 [108] . The preparation of Cu@SiO 2 ‐Pr‐NH‐Benz nanocatalyst was confirmed through FT‐IR spectroscopy and various characterization techniques.…”