Metal-free multicomponent approach for the synthesis of propargylamine: a review

Abstract

Metal-free propargylamines synthesis via multicomponent reactions.

One-Pot Synthesis of Symmetrical and Asymmetrical 3-Amino Diynes via Cu(I)-Catalyzed Reaction of Enaminones with Terminal Alkynes

“…Propargylamine skeletons are not only found in naturally occurring products and drug molecules but also used as important synthons for elegant chemical transformations . As a result of the application potential of propargylamines in organic synthesis, various synthetic methods have been exploited to achieve the synthesis of propargylamine derivatives. − However, the research on the synthesis of amino skipped diynes is relatively limited. − For example, Lee and Huang developed methods for synthesizing 3-amino-1,4-diynes that rely on stoichiometric quantities of alkynylmetal reagents (Scheme , eq 1a). Zhang and Hajra described the copper-catalyzed coupling of N , N -disubstituted formamides with terminal alkynes, providing 3-amino-1,4-diynes (Scheme , eq 1b).…”

Synthesis and Reactivity of Copper and Copper Containing Magnetically Separable Catalysts

“…Propargylamines are recurring building blocks and also versatile synthetic intermediatesfor the synthesis of divergent therapeutic drugs and polyfunctional heterocycles. [96] In this regard,aldehyde-alkyne-amine coupling (A 3 coupling)would be an attractive and eco-friendly process sincethree components in one pot generate the propargylamine along with water as the only by-product. Zeng and co-workers have reporteda Fe 3 O 4 nanoparticle-supported copper(I) pyboxcatalyst system which exhibits good reactivity in asymmetric A 3 coupling (Scheme 19).…”

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

“…Recently, their application in the chemical fixation of carbon dioxide has been also described [4][5][6]. Consequently, a number of methodologies detailing the preparation of these building blocks have been disclosed, mostly involving the direct addition of alkynyl nucleophiles to imines [7][8][9][10][11][12].…”