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Oxalyl Halide-Mediated Synthesis of Halogenated α,β-Unsaturated γ-Lactams from Amino Acid Derivatives

Year: 2026

Type: preprint

Abstract: An oxalyl halide-mediated conversion of amino acid derivatives to halogenated α,β-unsaturated γ-lactams is reported. The metal-free transformation provides functionalized γ-lactams from readily available amino acid derivatives. Variation of the amine substituent, oxalyl halide, amino acid side chain, and external nucleophile enables independent diversification at N1, C3, C4, and C5, respectively. Mechanistic studies support an activation-cyclization-halogenation sequence involving multiple modes of oxalyl halide reactivity.

Source: ChemRxiv

DOI: 10.26434/chemrxiv.15011055/v1

Authors: Hajar Aledwan, Abhijit Kashid, Natalia Fridman, Abed Saady

Institutions: Bar-Ilan University, Technion – Israel Institute of Technology

Language: English

Topic: Organic Chemistry Synthesis Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Bar-Ilan University, Council for Higher Education

OpenAlex ID: W7223691601

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