Sustainable synthesis of structures containing quinoxaline-pseudopeptide-triazole pharmacophores via a one-pot six-component reaction

A sustainable, economical, and straightforward synthetic route based on the higher-order multicomponent reactions (MCRs) approach for the unification of biologically significant quinoxaline-pseudopeptide-triazole pharmacophores in a sole structure, is developed. The planned strategy comprises a one-pot, six-component, tandem cyclocondensation/Ugi/click reaction sequence, which leads to highly complex pharmaceutically desirable compounds from easily accessible precursors. The salient features of the present procedure are benign reaction conditions, energy efficiency, operational simplicity, pot economy (construction of three pharmacophores in a one-pot reaction), high bond-forming economy (formation of eight new bonds), high atom economy (water as the only by-product), and excellent overall yields. © 2023 The Royal Society of Chemistry.

Authors
Farhid H. , Araghi H.M. , Shaabani A. , Notash B.
Publisher
Royal Society of Chemistry
Issue number
7
Language
English
Pages
3234-3241
State
Published
Volume
47
Year
2023
Organizations
  • 1 Department of Organic Chemistry, Shahid Beheshti University, G.C., P.O. Box 19396-4716, Tehran, Iran
  • 2 Peoples’ Friendship University of Russia (RUDN University), 6, Miklukho-Maklaya Street, Moscow, 117198, Russian Federation
  • 3 Department of Inorganic Chemistry and Catalysis, Shahid Beheshti University, Evin, Tehran, 1983969411, Iran
Keywords
Pharmacodynamics; pseudopeptide; quinoxaline; triazole; Click reaction; Cyclocondensations; High-order; Higher-order; Multicomponents; One pot; Pharmacophores; Pseudo-peptide; Quinoxalines; Synthetic routes; Article; chemical binding; chemical structure; click chemistry; one pot synthesis; pharmacophore; polymerization; reaction analysis; Energy efficiency
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