钯催化的α,β-不饱和亚胺的C-H芳基化反应：催化剂控制的烯胺和烯丙基胺衍生物的合成
Palladium-Catalyzed C-H Arylation of α,β-Unsaturated Imines: Catalyst-Controlled Synthesis of Enamine and Allylic Amine Derivatives.
作者信息
Li Minyan, González-Esguevillas María, Berritt Simon, Yang Xiaodong, Bellomo Ana, Walsh Patrick J
机构信息
Roy and Diana Vagelos Laboratories, Penn/Merck Laboratory for High-Throughput Experimentation, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, PA, USA.
Key Laboratory of Medicinal Chemistry for Natural Resource, School of Chemical Science and Technology, Yunnan University, Kunming, 650091, P.R. China.
出版信息
Angew Chem Int Ed Engl. 2016 Feb 18;55(8):2825-9. doi: 10.1002/anie.201509757. Epub 2016 Feb 5.
Abstract
A unique chemo- and regioselective α- and γ-arylation of palladium azapentadienyl intermediates is presented. Two distinct catalysts and sets of conditions successfully controlled the regioselectivity of the arylation. These methods provide the first umpolung C-H functionalization of azapentadienyl palladium intermediates and enable the divergent synthesis of allylic amine and enamine derivatives, which are of significant interest in the pharmaceutical industry.
摘要
本文报道了钯氮杂戊二烯中间体独特的化学选择性和区域选择性α-和γ-芳基化反应。两种不同的催化剂和条件成功地控制了芳基化反应的区域选择性。这些方法首次实现了氮杂戊二烯钯中间体的极性反转C-H官能团化，并能够发散性合成烯丙基胺和烯胺衍生物，这些衍生物在制药工业中具有重要意义。
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