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三氟硼酸钾与二氧化硫和烯烃的光催化反应。

Photocatalytic Reaction of Potassium Alkyltrifluoroborates and Sulfur Dioxide with Alkenes.

机构信息

Department of Chemistry , Fudan University , 2005 Songhu Road , Shanghai 200438 , China.

School of Petrochemical Engineering, and Jiangsu Province Key Laboratory of Fine Petrochemical Engineering , Changzhou University , Changzhou 213164 , China.

出版信息

Org Lett. 2018 Jun 15;20(12):3605-3608. doi: 10.1021/acs.orglett.8b01385. Epub 2018 May 25.

DOI:10.1021/acs.orglett.8b01385
PMID:29798677
Abstract

A three-component reaction of potassium alkyltrifluoroborates, the sulfur dioxide surrogate of DABCO·(SO), and alkenes under photocatalysis in the presence of visible light is developed. This reaction works efficiently at room temperature with the insertion of sulfur dioxide under mild conditions, affording diverse sulfones in good to excellent yields. The alkyl radical and alkylsulfonyl radical are generated as key intermediates, and a reductive single-electron transfer is involved in the reaction process.

摘要

在可见光存在下,通过光催化作用,开发了一种三组分反应,即钾烷基三氟硼酸盐、DABCO·(SO)的二氧化硫替代物和烯烃。该反应在室温下、温和条件下高效进行,插入二氧化硫,以良好至优异的收率得到多种砜。烷基自由基和烷基磺酰基自由基是关键中间体,反应过程涉及还原单电子转移。

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