Solvent free synthesis of amidoalkyl derivatives under green and convenient conditions

Abstract

Amidoalkyl derivatives are significant compounds due to their application in the preparation of potent drugs and important biological compounds. In this context, we presented a new method for the synthesis of amido alkyl β-naphthol and amidoalky naphthoquinones using ascorbic acid (vitamin C) as a natural and water-soluble catalyst under solvent-free conditions. Short reaction time, high yield of product, easy workup and low cost of catalyst are some of the advantages of this method. All the products were obtained in high to excellent yields and characterized by 1 HNMR, 13 CNMR, and FT-IR methods.

Amidoalkyl Naphthols as Important Bioactive Substances and Building Blocks: A Review on the Current Catalytic Mannich-Type Synthetic Approaches

“…The presence of only 8.5 mol% of the readily available natural ascorbic acid rendered a range of 13 amidoalkyl naphthols in good to high yields (75-96%) in very short reaction times of only 4-12 min. Notably, the easy work-up was stated to be one of the advantages of this method [61]. Govindhan and Nagarajan achieved the synthesis of 1-amidoalkyl-2-naphthol derivatives in the presence of 10 mol% 2,6-pyridinedicarboxylic acid (dipicolinic acid) as a reusable catalyst.…”

“…In most cases, between 1 and 7 h are needed for the reaction to finish. The exception is ascorbic acid, with the use of which the products were obtained quite quickly (within 10 min) [61]. Furthermore, only one of the catalysts (dipicolinic acid) was recycled and reused [62].…”

Cu@Ag–CeO2/Chitosan Nanocomposite: Green Catalyst for Synthesis of 4-Arylidene-isoxazolidinones and Amidoalkyl Naphthols with Density Functional Theory and Antimicrobial Studies

“…By using an amide hydrolysis procedure, 1-amidoalkyl-2-naphthols can be transformed to physiologically active 1-aminomethyl-2-naphthol derivatives. − These substances’ hypotensive and bradycardic actions have been studied . Multicomponent condensation of arylaldehydes, 2-naphthol, and amide in the presence of nanocatalysts can be used to make 1-amidoalkyl-2-naphthols. − …”

Novel carbazolyl–thiazolyl–chromone and carbazolyl–thiazolyl–pyrazole hybrids: synthesis, cytotoxicity evaluation and molecular docking studies

“…MCRs streamline the creation of medicinal drugs thanks to their simplicity, minimal waste, high productivity, excellent yields, and straightforward workup processes. [28][29][30][31] Furthermore, ultrasound-assisted organic synthesis is an effective and has a number of advantages over traditional synthesis techniques, including the ability to decrease both time and electricity, and a shortened work-up procedure. [32][33][34][35][36][37] In addition, ultrasound irradiation as a simple instrument and clean synthetic procedure can give a good yield of product.…”