Heteroarylation of Sulfenamides for Modular Synthesis of Antimicrobial Sulfilimines via Sulfinimidoyl Fluoride Intermediates

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-20 DOI:10.1021/acs.orglett.5c0145510.1021/acs.orglett.5c01455

Chunyan Jian, Xuan Huang, Hongyan Long, Minghong Liao and Xingxing Wu*,

引用次数: 0

Abstract

We herein disclose a mild metal-free strategy for the construction of heteroaryl-derived sulfilimines. Central to this approach is the in situ generated sulfinimidoyl fluoride intermediate that exhibits an optimal balance of reactivity and stability for efficient S(IV)-derived SuFEx reactions with heteroarenes without Lewis acids or base additives. This protocol enables the rapid incorporation of a broad range of heteroarenes to afford diverse sulfilimine scaffolds with potent antimicrobial activities against plant pathogens.

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亚砜酰酰氟中间体合成抗微生物亚砜胺的杂芳化研究

我们在此公开了一种温和的无金属策略，用于构建杂芳基衍生的亚胺。该方法的核心是原位生成的亚砜酰氟中间体，该中间体表现出最佳的反应性和稳定性平衡，可与杂芳烃进行有效的S（IV）衍生的SuFEx反应，不需要刘易斯酸或碱添加剂。该方案使广泛的杂芳烃能够快速结合，以提供对植物病原体具有有效抗菌活性的多种亚砜胺支架。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.