通过亚砜/ momcl激活C-S键的区域选择性切割和重配置直接获得4-磺化异香豆素

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-04-22 DOI:10.1021/acs.joc.5c0028710.1021/acs.joc.5c00287

Linlin Xing, Shiyan Cao, Hezhuang Feng, Haixia Zheng, Haoyuan Fan, Kai Wang, Yongjun Zheng, Yong Zhang and Yunfei Du*,

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引用次数: 0

摘要

亚砜与MOMCl的结合首次被发现介导亲电环化，并通过C-S键的区域选择性切割和重配置将多种亚砜基安装到异香豆素骨架上。值得注意的是，MOMCl是一种温和且易得的烷基氯，在这种转化中不可或缺，在中性条件下作为活化剂发挥了重要作用，从而扩大了酸不稳定底物的范围。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Straightforward Access to 4-Sulfenylated Isocoumarins via Sulfoxides/MOMCl-Enabled Regioselective Cleavage and Reconfiguration of C–S Bonds

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Straightforward Access to 4-Sulfenylated Isocoumarins via Sulfoxides/MOMCl-Enabled Regioselective Cleavage and Reconfiguration of C–S Bonds

The combination of sulfoxides with MOMCl has been found for the first time to mediate electrophilic cyclization and install a variety of sulfenyl groups onto isocoumarin skeletons via regioselective cleavage and reconfiguration of C–S bonds. Notably, MOMCl, a mild and readily available alkyl chloride, was indispensable and played a significant role as an activator under neutral conditions in this transformation, thus expanding the scope of acid-labile substrates.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.