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无过渡金属参与的非活化烯烃 1,2-碳硼化反应。

Transition Metal-Free 1,2-Carboboration of Unactivated Alkenes.

机构信息

Institute of Organic Chemistry , University of Münster , Corrensstrasse 40 , 48149 Münster , Germany.

出版信息

J Am Chem Soc. 2018 May 23;140(20):6221-6225. doi: 10.1021/jacs.8b03333. Epub 2018 May 15.

DOI:10.1021/jacs.8b03333
PMID:29741375
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6014685/
Abstract

A method for transition metal-free 1,2-carboboration of unactivated alkenes with bis(catecholato)diboron as the boron source in combination with alkyl halides as the alkyl component is introduced. The three-component reaction proceeds via a radical pathway on a broad range of unactivated alkenes, and the 1,2-carboboration products serve as valuable synthetic building blocks. Density functional theory calculations provide insights into the mechanism.

摘要

本文介绍了一种在无金属条件下,利用双(邻苯二酚)二硼作为硼源,与卤代烷烃作为烷基组分,对未活化烯烃进行 1,2-碳硼化的方法。该三组分反应在广泛的未活化烯烃上通过自由基途径进行,1,2-碳硼化产物可作为有价值的合成砌块。密度泛函理论计算提供了对反应机制的深入了解。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed96/6014685/cf8cc3ce4191/ja-2018-03333e_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed96/6014685/04746aab3ae9/ja-2018-03333e_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed96/6014685/ab5fd481ea26/ja-2018-03333e_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed96/6014685/737b4bfbea1a/ja-2018-03333e_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed96/6014685/cf8cc3ce4191/ja-2018-03333e_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed96/6014685/04746aab3ae9/ja-2018-03333e_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed96/6014685/ab5fd481ea26/ja-2018-03333e_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed96/6014685/737b4bfbea1a/ja-2018-03333e_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed96/6014685/cf8cc3ce4191/ja-2018-03333e_0004.jpg

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