Water-Controlled Divergent Mechanochemical Synthesis of β-Keto Sulfones and Alkynyl Sulfones: A Unified Approach

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2026-10-15 DOI:10.1021/acs.orglett.6c04170

Himanshu Chauhan,Anoop Sharma,Ajay Kumar Dhiya,Anuj Sharma

引用次数: 0

Abstract

Abstract Herein, we report a water-controlled divergent mechanochemical sulfonylation of acetylenic carboxylic acids with sodium sulfinate salts. Under KI/TBHP-mediated ball-milling conditions, a low water content favors alkynyl sulfone formation, whereas excess water switches the reaction pathway to β-keto sulfones. The method accommodates aryl and alkyl sulfinate salts under transition-metal-, base-, and solvent-free conditions. Extension to α-methylstyrene substrates further demonstrates the broader applicability of this mechanochemical sulfonylation platform.

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水控分散机械化学合成β-酮砜和炔基砜：统一方法

摘要本文报道了乙基羧酸与亚硫酸钠盐的水控分散机械化学磺化反应。在KI/ thbhp介导的球磨条件下，低含水量有利于形成炔基砜，而过量的水使反应途径转变为β-酮砜。该方法可在过渡金属、碱和无溶剂条件下容纳芳基和烷基亚硫酸盐。扩展到α-甲基苯乙烯底物进一步证明了该机械化学磺化平台的更广泛适用性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.