使用 1,2-双（苯磺酰基）乙烯和水对烯烃进行光催化羟基烯化反应的规程

IF 1.5 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Helvetica Chimica Acta Pub Date : 2024-03-13 DOI:10.1002/hlca.202400017

Chen-Yang Tsai, Chun-Yu Chen, Yen-Ku Wu, Ilhyong Ryu

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引用次数: 0

摘要

我们报告了一种使用吖啶鎓光氧化催化剂结合 1,2-双（苯磺酰基）乙烯和水对烯烃进行羟基烯化反应的方案。利用该方案，烯烃可以很好地转化为相应的 1-苯磺酰基-4-羟基烯烃。羟基烯化反应包括烯基自由基阳离子的亲核羟基化反应，生成 β-羟基烷基自由基，然后进行自由基加成/β-消除顺序。催化循环可能是通过电子从吖啶基转移到苯磺酰基来维持的，苯磺酰基是通过自由基加成/消除顺序形成的。

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Protocol for the Photocatalytic Hydroxyalkenylation of Alkenes Using 1,2-Bis(phenylsulfonyl)ethylene and Water

We report on a protocol for the hydroxyalkenylation of alkenes using an acridinium photoredox catalyst in combination with 1,2-bis(phenylsulfonyl)ethylene and water. Using the protocol, alkenes could be converted into the corresponding 1-phenylsulfonyl-4-hydroxyalkenes in good yields. The hydroxyalkenylation involves the nucleophilic hydroxylation of alkene-derived radical cations to give β-hydroxyalkyl radicals, which then undergo a radical addition/β-elimination sequence. The catalytic cycle is likely sustained by electron transfer from the acridine radical to the benzenesulfonyl radical, which is formed via a radical addition/elimination sequence.

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来源期刊

Helvetica Chimica Acta 化学-化学综合

CiteScore

3.00

自引率

0.00%

发文量

审稿时长

2.3 months

期刊介绍： Helvetica Chimica Acta, founded by the Swiss Chemical Society in 1917, is a monthly multidisciplinary journal dedicated to the dissemination of knowledge in all disciplines of chemistry (organic, inorganic, physical, technical, theoretical and analytical chemistry) as well as research at the interface with other sciences, where molecular aspects are key to the findings. Helvetica Chimica Acta is committed to the publication of original, high quality papers at the frontier of scientific research. All contributions will be peer reviewed with the highest possible standards and published within 3 months of receipt, with no restriction on the length of the papers and in full color.