Closed-Loop Sulfur Dioxide Utilization in Photocatalytic Smiles Rearrangement.

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-06-06 DOI:10.1021/acs.orglett.5c01646

Wenlong Shan, Zemin Wang, Chao Xie, Ruihua Liu, Wenli Zhuang, Chenxia Gao, Cong Shi, Hongyun Qin, Jiashu Chen, Pan Xing, Jiqiang Zhu, Xiangqian Li, Dayong Shi

引用次数: 0

Abstract

Radical-mediated Smiles rearrangement has been established as a robust methodology for forming C-C bonds via intramolecular radical cyclization and cleavage under mild conditions. Herein, we present an unprecedented closed-loop sulfur dioxide utilization in a photocatalytic Smiles rearrangement. This methodology enables efficient access to sulfone derivatives through an economical and environmentally benign protocol, exhibiting excellent compatibility with diverse substrates. Mechanistic investigations reveal that both alkyl and sulfonyl radicals act as crucial intermediates in this reaction.

Abstract Image

查看原文本刊更多论文

光催化smile重排中二氧化硫的闭环利用。

自由基介导的Smiles重排已被确立为一种在温和条件下通过分子内自由基环化和裂解形成C-C键的稳健方法。在这里，我们提出了一个前所未有的闭环二氧化硫利用光催化smile重排。该方法能够通过经济和环境友好的协议有效地获得砜衍生物，与各种底物具有良好的相容性。机理研究表明，烷基自由基和磺酰自由基在该反应中起着重要的中间体作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

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.