基于卤素键合物光化学活化的烯基硫醚连续流合成方案

IF 1.7 4区 化学 Q3 CHEMISTRY, ORGANIC Synlett Pub Date : 2024-06-15 DOI:10.1055/a-2346-1091
Helena F. Piedra, Carlos Valdes, M. Plaza
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引用次数: 0

摘要

在此,我们报告了在可见光照射下,在碱性介质中利用烯基溴和硫醇制备烯基硫醚的有效流程方案。该反应具有广泛的官能团耐受性,在温和的条件下进行,具有立体选择性,且无需使用催化剂。在不影响产率的情况下,这些转化反应可成功放大到 5 毫摩尔的规模。这些反应成功的关键在于光化学激发卤键络合物形成以烯基和硫为中心的自由基,这是我们实验室最近开发的一种方案。
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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A Continuous Flow Protocol for the Synthesis of Alkenyl Thioethers Based on the Photochemical Activation of Halogen-Bonding Complexes
Herein, we report a useful flow protocol for the preparation of alkenyl thioethers from alkenyl bromides and thiols in basic media with visible light irradiation. The reactions exhibit a wide functional group tolerance, proceed under mild conditions, are stereoselective and do not require the use of catalysts. The transformations could be successfully scaled up to 5 mmol scale without compromising yield. The key to the success of these reactions is the photochemical excitation of halogen-bonding complexes to form alkenyl and sulfur-centered radicals, a protocol recently developed in our laboratories.
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来源期刊
Synlett
Synlett 化学-有机化学
CiteScore
3.40
自引率
5.00%
发文量
369
审稿时长
1 months
期刊介绍: SYNLETT is an international journal reporting research results and current trends in chemical synthesis in short personalized reviews and preliminary communications. It covers all fields of scientific endeavor that involve organic synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines and offers the possibility to publish scientific primary data.
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