Mondal Shobhan, Pinkert Tobias, Daniliuc Constantin G, Glorius Frank
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149, Münster, Germany.
Angew Chem Int Ed Engl. 2021 Mar 8;60(11):5688-5692. doi: 10.1002/anie.202015249. Epub 2021 Jan 29.
Herein, we report a Cp*Ir -catalyzed highly regioselective and redox-neutral protocol for the construction of 1,4-enynes from unactivated olefins and bromoalkynes via intermolecular allylic C-H alkynylation. The developed mild reaction conditions tolerate a broad range of common functional groups, even enabling selective alkynylation of allylic C-H bonds in the presence of other prominent directing groups. Mechanistic experiments including the isolation of a catalytically active Ir -allyl species support an intermolecular allylic C-H activation followed by an electrophilic alkynylation.
在此,我们报道了一种由Cp*Ir催化的高度区域选择性且氧化还原中性的方法,用于通过分子间烯丙基C-H炔基化反应,从不活泼烯烃和溴代炔烃构建1,4-烯炔。所开发的温和反应条件能耐受多种常见官能团,甚至能在其他显著导向基团存在的情况下实现烯丙基C-H键的选择性炔基化。包括分离出具有催化活性的Ir-烯丙基物种在内的机理实验支持了分子间烯丙基C-H活化随后进行亲电炔基化的过程。