Copper‐catalyzed Synthesis of N‐alkylated 2‐(4‐substituted‐1H‐1,2,3‐triazol‐1‐yl)‐1H‐indole‐3‐carbaldehyde by Step‐wise and One‐pot Three‐component Huisgen's 1,3‐dipolar Cycloaddition Reaction

Abstract

An efficient method for the synthesis of N‐alkylated 2‐(4‐substituted‐1H‐1,2,3‐triazol‐1‐yl)‐1H‐indole‐3‐carbaldehyde has been developed starting from oxindole and indole using Huisgen's 1,3‐dipolar cycloaddition reaction of organic azides to alkynes. The effect of catalysts and solvent on these reactions has been investigated. Among all these conditions, while using CuSO4·5H2O, DMF was found to be the best system for this reaction. It could also be prepared in a one‐pot three‐component manner by treating equimolar quantities of halides, azides, and alkynes. The Huisgen's 1,3‐dipolar cycloaddition reaction was performed using CuSO4·5H2O in DMF with easy work‐up procedure.

Nanomagnetic macrocyclic Schiff-base–Mn(ii) complex: an efficient heterogeneous catalyst for click approach synthesis of novel β-substitued-1,2,3-triazoles

“…29–32 The obtained triazoles are precious intermediates in preparing several combinations containing, antioxidants, pharmaceuticals, drugs, agrochemicals, dyes, pesticides and polymers. 33–36…”

“…[29][30][31][32] The obtained triazoles are precious intermediates in preparing several combinations containing, antioxidants, pharmaceuticals, drugs, agrochemicals, dyes, pesticides and polymers. [33][34][35][36] Green chemistry seeks to nd novel chemical methods for synthesis of the targeted products while decreasing the pollutants that are formed as the by-product during the synthesis process. [37][38][39][40][41][42] Moreover, the main purpose of green chemistry is to achieve benign-by-design materials for a more sustainable future.…”

Acetylene and Ethylene: Universal C2 Molecular Units in Cycloaddition Reactions

“…in the first step, the reaction of 114 with sodium azide gave the corresponding azide, which reacted in the second step with acetylene in the presence of copper(II) sulfate and sodium ascorbate, giving triazoles 115 (Scheme 60). 130…”

“…The synthesis of triazoles from in situ generated azides. 130 A catalyst-free synthesis of triazole-modified coumarine 117 was described. Heating of a saturated xylene solution of acetylene with azide 116 in a sealed tube gave triazole 117 in 69% yield.…”