Synthesis of propargylamines via the A³ multicomponent reaction and their biological evaluation as potential anticancer agents

Abstract

Propargylamines have gained importance in the area of anticancer research.

Metal-Catalysed A3 Coupling Methodologies: Classification and Visualisation

“…Delpiccolo and co-workers employed a variety of substrates using a Cu(OTf) 2 catalyst [87]. An aliphatic alkyne and cyclic secondary amine were used with differently substituted aromatic aldehydes.…”

“…These differences may be accounted for by variation in substrates, although it is challenging to conclude the exact substrate effects without further evidence. More recent studies have focused on zinc salts in place of organic zinc derivatives Chandak [46] explored the solvent-free A 3 coupling reaction catalysed by Zn(OTf)2 in a study that lends itself to easy comparison to the above-discussed exploration of Cu(OTf) as a catalyst [87] (Scheme 15). The Zn(OTf)2 required lower catalytic loading (5 mol%) and catalysed the reaction in green, solvent-free conditions with high yields (Scheme 21).…”

Catalytic Enantioselective Cyclopropylalkynylation of Aldimines Generated In Situ from α-Amido Sulfones

“…All new compounds were characterized by NMR spectroscopy ( 1 H and 13 C), high-resolution mass spectroscopy (HRMS), and melting point (if solids). NMR spectra were recorded at 300 MHz for 1 H and at 75 MHz for 13 C NMR. 1 H NMR spectra and 13 C NMR spectra were internally referenced to CHCl 3 (δ = 7.26 and 77.0 ppm, respectively).…”

“…NMR spectra were recorded at 300 MHz for 1 H and at 75 MHz for 13 C NMR. 1 H NMR spectra and 13 C NMR spectra were internally referenced to CHCl 3 (δ = 7.26 and 77.0 ppm, respectively). Chemical shifts are reported in ppm.…”

“…Propargylic amines are an important class of alkyne-coupled nitrogen compounds used as building blocks for the synthesis of biologically active compounds of interest in the pharmaceutical and agrochemical industries [1][2][3]. Recently, their application in the chemical fixation of carbon dioxide has been also described [4][5][6].…”