Chinese Academy of Sciences Key Laboratory of Receptor Research , Shanghai Institute of Materia Medica , Shanghai 201203 , China.
University of Chinese Academy of Sciences , Beijing , China.
Org Lett. 2019 Jun 21;21(12):4887-4891. doi: 10.1021/acs.orglett.9b01784. Epub 2019 Jun 11.
Palladium-catalyzed meta-selective C-H deuteration of a series of substrates, including phenylacetic acids, hydrocinnamic acid, benzylphosphonate, benzylsulfonate, and benzyl and phenyl ethyl alcohol ester, is developed by using a pyridine-based directing template. The template is installed into the substrate through a practical ester linkage. Under mild reaction conditions, a variety of phenylacetic acids containing alkyl, methoxyl, and halo substituents are compatible in the reaction, resulting in high levels of D-incorporation at the meta position.
开发了一种基于吡啶的导向模板，实现了一系列底物（包括苯乙酸、肉桂酸、苯膦酸、苯磺酸、苄醇和苯乙基醇酯）的钯催化间位选择性 C-H 氘代反应。该模板通过实际的酯键连接到底物上。在温和的反应条件下，含有烷基、甲氧基和卤代取代基的各种苯乙酸都能与反应兼容，从而在间位高度掺入氘。
