Synthesis of Some New Scaffolds of Amino Isoxazolidines and Their Further Functionalization into New Class of Peptides: A New Approach

Abstract

in Wiley Online Library (wileyonlinelibrary.com).Some new class of amino isoxazolidine derivatives have been synthesized from α-amino nitrones in water with good to excellent yields. The new isoxazolidines are further functionalized into new scaffolds of peptides with good synthetic potentiality. Simple reaction methodology, greener approaches, atom efficiency, noninvolvement of catalysts, faster reaction conditions, excellent yields, and a new approach in peptide synthesis are the attractions in these syntheses. J. Heterocyclic Chem., 55, 1053 (2018. Scheme 1. Synthesis of amino isoxazolidine derivatives using α-amino nitrones.

Mechanochemical synthesis and cycloaddition reactions of fluoro nitrone under solvent‐free conditions and potential antimicrobial activities of the cycloadducts

“…[9] It is also to be noted that because of low polarizability and high lipophilicity of the fluorine atom, it increases relative metabolic stability and improves the bioavailability of the new heterocyclic compounds compared with its hydrocarbon analogs. [10,11] In continuation of our efforts to establish various green methodologies in nitrone cycloaddition reactions, [12][13][14][15][16][17] herein, we wish to report the development of an environment-friendly mechanochemical route to isoxazolidine and isoxazoline derivatives using N-benzyl fluoro nitrone via 1,3-dipolar cycloaddition reactions (Scheme 1, Table 1).…”

“…In continuation of our efforts to establish various green methodologies in nitrone cycloaddition reactions, herein, we wish to report the development of an environment‐friendly mechanochemical route to isoxazolidine and isoxazoline derivatives using N ‐benzyl fluoro nitrone via 1,3‐dipolar cycloaddition reactions (Scheme , Table ).…”

Solvent‐free synthesis and 1,3‐dipolar cycloaddition reactions of N‐methyl‐C‐(2‐furyl) nitrone in a ball mill and anticancer activities of the new cycloadducts

“…Continuing our efforts to establish various green methodologies in nitrone cycloaddition reactions, herein, we wish to report the development of an environment‐friendly mechanochemical route to isoxazolidine and isoxazoline derivatives using N‐ methyl‐C‐(2‐furyl) nitrone ( 1 ) via 1,3‐dipolar cycloaddition reactions (Scheme , Table ). Compared with conventional procedures and other greener techniques (microwave irradiation, aqueous phase reactions) the cycloaddition reactions performed in mechanochemical procedure are found to be much faster and selective.…”