Synthesis of Functionalized Pseudopeptides through Five-Component Sequential Ugi/Nucleophilic Reaction of N-Substituted 2-Alkynamides with Hydrazides

Abstract

Five-component sequential Ugi/nucleophilic addition reaction of aromatic aldehydes, primary amines, propiolic acid, isocyanides, and hydrazides has been developed in order to access polyfunctional pseudopeptides. The reaction may proceed through formation of N-substituted 2-alkynamides as intermediates. This process is found to be mild and operationally simple with broad substrate scope.

Diastereoselective Synthesis of Functionalized Diketopiperazines through Post-transformational Reactions

“…In continuation of our efforts to adapt post-transformation reactions to a high-throughput format, we report herein an efficient approach for the diastereoselective synthesis of diketopiperazines through the post-transformation Ugi/cyclization/oxidative Heck reaction sequences (Scheme ).…”

An environmentally friendly approach for the synthesis of quinazolinone sulfonamide

“…In continuation of our research work [54][55][56][57][58][59][60][61][62][63][64], we report herein the synthesis of quinazolinone sulfonamides through the four-component reaction of isatoic anhydride, hydrazine hydrate, benzaldehyde derivatives, and saccharin under solvent-free conditions using propylsulfonic acid …”

Pseudo-Four Component Synthesis of Mono- and Di-Benzylated-1,2,3-Triazoles Derived from Aniline

“…Within the most conventional multicomponent processes, those based on the peculiar reactivity of isocyanides, such as the Doemling, Ugi and Passerini reactions are the most studied [15,16,17,18,19,20,21,22,23,24,25,26]. Since the copper(I) azide-alkyne catalyzed cycloadditon (CuAAC) was reported independently by the groups of Sharpless and Medal in 2002, a tremendous variety of 1,4-disusbtituted 1,2,3-triazoles have been prepared [27,28,29,30,31,32,33,34].…”