The Institute for Advanced Studies, Wuhan University, Wuhan, 430072, P. R. China.
Angew Chem Int Ed Engl. 2019 Mar 26;58(14):4612-4616. doi: 10.1002/anie.201814572. Epub 2019 Mar 3.
An unprecedented arylboration of unactivated terminal alkenes, featuring 1,n-regioselectivity, has been achieved by nickel catalysis. The nitrogen-based ligand plays an essential role in the success of this three-component reaction. This transformation displays good regioselectivity and excellent functional-group tolerance. In addition, the incorporation of a boron group into the products provides substantial opportunities for further transformations. Also demonstrated is that the products can be readily transformed into pharmaceutically relevant molecules. Unexpectedly, preliminary mechanistic studies indicate that although the metal migration favors the α-position of boron, selective and decisive bond formation is favored at the benzylic position.
镍催化实现了未活化末端烯烃的前所未有的芳基化反应,具有 1,n-区域选择性。基于氮的配体在这个三组分反应的成功中起着至关重要的作用。这种转化显示出良好的区域选择性和优异的官能团耐受性。此外,产物中硼基团的引入为进一步转化提供了大量机会。还证明了产物可以很容易地转化为具有药用价值的分子。出乎意料的是,初步的机理研究表明,尽管金属迁移有利于硼的α位,但在苄位有利于选择性和决定性的键形成。