硫-叠氮化物交换（SuAEx）：化学选择性磺酸酯形成的点击反应

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-07 DOI:10.1021/acs.orglett.5c0121510.1021/acs.orglett.5c01215

Ningning Song, Linlin Xu and Shengtao Ding*,

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引用次数: 0

摘要

在这里，我们报道了硫叠氮交换（SuAEx），它有助于在温和的条件下通过磺酰叠氮与酚类底物的反应高效合成磺酸酯。该反应可耐受多种官能团。值得注意的是，SuAEx对酚羟基比脂肪醇表现出明显的偏好，为复杂的分子编辑提供了关键的正交性。当与叠氮化物-炔环加成反应结合时，通过迭代连接策略进一步证明了它的实用性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Sulfur–Azide Exchange (SuAEx): A Click Reaction for Chemoselective Sulfonate Ester Formation

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Sulfur–Azide Exchange (SuAEx): A Click Reaction for Chemoselective Sulfonate Ester Formation

Here, we report sulfur–azide exchange (SuAEx), which facilitates the efficient synthesis of sulfonate esters via the reaction of sulfonyl azides with phenolic substrates under mild conditions. The reaction tolerates a wide range of functional groups. Notably, SuAEx displays a distinct preference for phenolic hydroxyls over aliphatic alcohols, providing orthogonality critical for complex molecular editing. Its utility is further demonstrated through iterative ligation strategies when combined with azide–alkyne cycloaddition reactions.

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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.