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Synlett
DOI: 10.1055/a-2744-2024
Letter

HFIP-Promoted Intramolecular Oximation of O-Propargyl Hydroxylamines for the Synthesis of 2-Isoxazolines

Authors

  • Santosh J. Gharpure 

    1   Department of Chemistry, Indian Institute of Technology Bombay, Mumbai, India (Ringgold ID: RIN29491)

  • Sandesh Balu Bhujbal

    1   Department of Chemistry, Indian Institute of Technology Bombay, Mumbai, India (Ringgold ID: RIN29491)

  • Shipra Somani

    1   Department of Chemistry, Indian Institute of Technology Bombay, Mumbai, India (Ringgold ID: RIN29491)

Supported by: ANRF CRG/2023/001183
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A concise and efficient intramolecular oximation enables the rapid and streamlined synthesis of 2-isoxazolines. This metal-free approach offers broad substrate scope under mild reaction conditions.The successful demonstration of gram-scale and one-pot synthesis highlights both the versatility and scalability of the method. Synthetic utility of this method is further exemplified by converting 2-isoxazoline into β-hydroxy ketones. This method was further used for the synthesis of firefly luciferase inhibitors.



Publication History

Received: 17 September 2025

Accepted after revision: 11 November 2025

Accepted Manuscript online:
11 November 2025

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