We report that the 2-phosphaethynolate anion (PCO(-)) reacts with propargylamines in the presence of a proton source to afford novel N-derivatized phosphinecarboxamides bearing alkyne functionalities. Deprotonation of these species gives rise to novel five- and six-membered anionic heterocycles resulting from intramolecular nucleophilic attack of the resulting phosphide at the alkyne functional...

Imidazolium salts are privileged compounds in organic chemistry, and have valuable biological properties. Recent studies show that symmetric imidazolium salts with bulky moieties can display antiparasitic activity against T. cruzi. After developing a facile methodology for the synthesis of tetrasubstituted imidazolium salts from propargylamines and isocyanides, we screened a small library of th...

Precatalyst control: [CuII(OTf)2(pyb)2]2 CH3CN (1), in which pyb is 1-(2-pyridyl)benzotriazole, enables the synthesis of a wide range propargylamines by A3 coupling reaction at room temperature absence additives. The hybrid N,N?-bidentate ligand imposes exclusive trans coordination Cu, can rotate and modulate charge distribution flux, thus orchestrating structural electronic precatalyst control...

(R)-N-(2-Heptyl)-N-methyl-propargylamine (R-2HMP) and (R)-N-(2-heptyl)-propargylamine (R-2HPA) are analogs of R-deprenyl. R-Deprenyl, a selective monoamine oxidase B inhibitor, is a mechanism-based inactivator of purified CYP2B1. The aim of the present study was to determine whether R-2HMP and R-2HPA behaved like deprenyl with respect to inhibiting cytochrome P450 (CYP450) enzyme activity. The ...

A formal homogeneous gold-catalyzed A3-coupling, starting from benzyl alcohols, is reported for the straightforward synthesis of propargylamines. This first process where these highly valuable compounds have been synthesized, corresponding alcohols in a one-pot oxidation procedure using MnO2, followed by HAuCl4·3H2O catalyzed multicomponent reaction. The final products are obtained with very go...

Abstract The development of alternative benign reaction conditions to perform multicomponent reactions is an interesting and desirable strategy increase the sustainability organic synthesis. In this paper, we report a new version A 3 ‐coupling MCR for preparation differently substituted propargylamines starting from aldehydes, alkynes amines in acidic DES as media, under dielectric heating, pre...