Imidazole-mediated defluorosulfonylation of N-(fluorosulfonyl)oxazolidinones accessed by an organoiodine(I/III)-catalyzed oxyamination

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-03-22 DOI:10.1016/j.tet.2025.134611

Hiroto Kimura , Takuya Hashimoto

引用次数: 0

Abstract

Oxazolidinones are used as drug motifs and chiral auxiliaries in synthetic organic chemistry. We report herein an imidazole-mediated deprotection of N-(fluorosulfonyl)oxazolidinones to N-unprotected oxazolidinones. Given the accessibility of enantioenriched N-(fluorosulfonyl)oxazolidinones via our organoiodine-catalyzed enantioselective oxyamination of alkenes, this procedure offers a new and robust method to generate valuable oxazolidinone scaffolds.

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咪唑介导的N-（氟磺酰基）恶唑烷酮的去氟磺化，有机碘（I/III）催化氧化胺化

恶唑烷酮在合成有机化学中被用作药物基序和手性助剂。我们在此报告了咪唑介导的N-（氟磺酰基）恶唑烷酮对N-无保护的恶唑烷酮的脱保护。鉴于我们的有机碘催化烯烃的对映选择性氧胺化反应可获得对映富集的N-（氟磺酰基）恶唑烷酮，该过程为生成有价值的恶唑烷酮支架提供了一种新的、可靠的方法。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.