烯酸硫酯的闭环二硫化反应

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

The Journal of Organic Chemistry Pub Date : 2024-09-26 DOI:10.1021/acs.joc.4c02180

Kanaru Sasaki, Miari Kurihara, Hiroki Shigehisa

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引用次数: 0

摘要

这项研究首次证明，在闭环二亚硫酰化反应中，烯酸硫酯可以有效地用作亲核剂。我们的研究发现，在六氟异丙醇中与亲电硫试剂反应可显著提高产物产率。我们收集了实验和理论证据，证明硫代酯类优于传统使用的硫化苄。此外，我们还探索了底物范围，并确定了影响反应选择性和产率的各种因素。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Ring-Closing Disulfenylation of Alkenoic Thioester

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Ring-Closing Disulfenylation of Alkenoic Thioester

This study demonstrated for the first time that alkenoic thioesters can be effectively used as nucleophiles in ring-closing disulfenylation reactions. Our investigation revealed that the reaction in hexafluoroisopropanol with an electrophilic sulfur reagent significantly enhances the product yield. We gathered experimental and theoretical evidence to support the superiority of thioesters over the traditionally used benzyl sulfide. Additionally, we explored the substrate scope and identified various factors affecting the reaction selectivity and yield.

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来源期刊

The 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： The 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.