Browsing by Author "Sivanantham, Mathiyazhagan"
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Item Radical cascade cyclization of amino acid-tethered 1,6-enynones with sulfonyl hydrazides for N-terminal modification: synthesis of functionalized succinimide derivatives(Royal Society of Chemistry, 2025-08-01) Sivanantham, Mathiyazhagan; Jacob Stanley, Jenis; Muthu, Kesavan; Velmathi, Sivan; Senadi, Gopal Chandru; Senadi, Gopal Chandru; Ramasamy, MohankumarA metal-free strategy for the N-terminal cyclization of amino acids has been developed by synthesizing highly functionalized succinimide derivatives through radical cyclization of amino acid-tethered 1,6-enynones with sulfonyl hydrazide using NIS and H2O2 as an oxidant. The notable advantages of this work includes time-efficient, good E/Z ratio, moderate to good yields, and was synthesized on a gram-scale. Furthermore, the synthetic utility of the product 5aa was performed by (i) Suzuki coupling reaction with iodo-functionality; and (ii) dipeptide formation using glycine methyl ester. © 2025 The Royal Society of Chemistry.