Literature DB >> 33247358

Isocyanide-based consecutive Bargellini/Ugi reactions: an efficient method for the synthesis of pseudo-peptides containing three amide bonds.

Hassan Farhid1, Mohammad Taghi Nazeri1, Ahmad Shaabani2, Mahsa Armaghan3, Christoph Janiak3.   

Abstract

Isocyanide-based consecutive Bargellini/Ugi multicomponent reactions as a combinatorial strategy have been developed for the synthesis of new class of pseudo-peptides. Via Bargellini reaction 3-carboxamido-isobutyric acids are prepared using acetone, chloroform, sodium hydroxide, and isocyanides. Then, using Ugi multicomponent reaction strategy, pseudo-peptides containing three amide bonds are synthesized using the Bargellini reaction product, aldehydes, amines, and isocyanides. This is an efficient and eco-friendly approach for easy access to wide variety of structurally diverse, drug-like pseudo-peptides from cheap and readily available precursors in high yields.

Entities:  

Keywords:  Bargellini reaction; Consecutive multicomponent reaction; Isocyanide; Pseudo-peptide; Ugi reaction

Year:  2020        PMID: 33247358     DOI: 10.1007/s00726-020-02917-1

Source DB:  PubMed          Journal:  Amino Acids        ISSN: 0939-4451            Impact factor:   3.520


  2 in total

Review 1.  Isocyanide-Based Multicomponent Reactions in Water: Advanced Green Tools for the Synthesis of Heterocyclic Compounds.

Authors:  Siamak Javanbakht; Mohammad Taghi Nazeri; Hassan Farhid; Tahereh Nasiriani; Vida Khodkari; Ahmad Shaabani
Journal:  Top Curr Chem (Cham)       Date:  2022-09-22

2.  Effect of Training-Detraining Phases of Multicomponent Exercises and BCAA Supplementation on Inflammatory Markers and Albumin Levels in Frail Older Persons.

Authors:  Adriana Caldo-Silva; Guilherme Eustáquio Furtado; Matheus Uba Chupel; André L L Bachi; Marcelo P de Barros; Rafael Neves; Emanuele Marzetti; Alain Massart; Ana Maria Teixeira
Journal:  Nutrients       Date:  2021-03-28       Impact factor: 5.717

  2 in total

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