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烯烃的三组分邻位二芳基化反应——芳基硼酸的直接转金属化反应

Three-component vicinal-diarylation of alkenes direct transmetalation of arylboronic acids.

作者信息

Zhang Yun, Chen Gong, Zhao Dongbing

机构信息

State Key Laboratory and Institute of Elemento-Organic Chemistry , College of Chemistry , Nankai University , 94 Weijin Road , Tianjin 300071 , China . Email:

出版信息

Chem Sci. 2019 Jul 3;10(34):7952-7957. doi: 10.1039/c9sc02182e. eCollection 2019 Sep 14.

DOI:10.1039/c9sc02182e
PMID:31853350
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6836572/
Abstract

Herein, we report three-component vicinal-diarylation of non-conjugated alkenes initiated by transmetalation of arylboronic acids, which provides complementary access to β,γ-diaryl carbonyl compounds. We have also screened a large number of chiral ligands for developing an enantioselective version of this reaction and obtained the preliminary results (up to 79 : 21 e.r.). Notably, the methodology developed herein represents the first three component -vicinal-dicarbofunctionalization of non-conjugated alkenes involving palladium catalysis.

摘要

在此,我们报道了由芳基硼酸的转金属化引发的非共轭烯烃的三组分邻位二芳基化反应,该反应为β,γ-二芳基羰基化合物提供了一种互补的合成方法。我们还筛选了大量手性配体以开发该反应的对映选择性版本,并获得了初步结果(对映体比例高达79:21)。值得注意的是,本文所开发的方法代表了首例涉及钯催化的非共轭烯烃的三组分邻位二碳官能化反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5951/6836572/63d982e7845e/c9sc02182e-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5951/6836572/6831cdc69fde/c9sc02182e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5951/6836572/14a89cace260/c9sc02182e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5951/6836572/63d982e7845e/c9sc02182e-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5951/6836572/6831cdc69fde/c9sc02182e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5951/6836572/14a89cace260/c9sc02182e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5951/6836572/63d982e7845e/c9sc02182e-s4.jpg

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