通过钯/降冰片烯协同催化实现远端烯基碳氢键官能团化
Distal Alkenyl C-H Functionalization via the Palladium/Norbornene Cooperative Catalysis.
作者信息
Wu Zhao, Fatuzzo Nina, Dong Guangbin
机构信息
Department of Chemistry , University of Chicago , Chicago , Illinois 60637 , United States.
出版信息
J Am Chem Soc. 2020 Feb 12;142(6):2715-2720. doi: 10.1021/jacs.9b11479. Epub 2020 Feb 3.
Abstract
A distal-selective alkenyl C-H arylation method is reported through a directed palladium/norbornene (Pd/NBE) cooperative catalysis. The key is to use an appropriate combination of the directing group and the NBE cocatalyst. A range of acyclic and cyclic -olefins are suitable substrates, and the reaction is operated under air with excellent site-selectivity. Preliminary mechanistic studies are consistent with the proposed Pd/NBE-catalyzed C-H activation instead of the Heck pathway. Initial success on distal alkylation has also been achieved using MeI and methyl bromoacetate as electrophiles.
摘要
通过定向钯/降冰片烯（Pd/NBE）协同催化，报道了一种远端选择性烯基C-H芳基化方法。关键在于使用导向基团和NBE助催化剂的适当组合。一系列无环和环状烯烃是合适的底物，该反应在空气中进行，具有出色的位点选择性。初步机理研究与所提出的Pd/NBE催化的C-H活化而非Heck途径一致。使用碘甲烷和溴乙酸甲酯作为亲电试剂，在远端烷基化方面也取得了初步成功。
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