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钯/硫氧配体催化的苯胺衍生物的对选择性 C-H 烯烃化反应。

para-Selective C-H Olefination of Aniline Derivatives via Pd/S,O-Ligand Catalysis.

机构信息

Van't Hoff Institute for Molecular Sciences , University of Amsterdam , Science Park 904 , 1098 XH , Amsterdam , The Netherlands.

Departament de Química Inorgànica i Orgànica & Institut de Química Teòrica i Computacional (IQTCUB), Universitat de Barcelona , 08028 Barcelona , Spain.

出版信息

J Am Chem Soc. 2019 Apr 24;141(16):6719-6725. doi: 10.1021/jacs.9b01908. Epub 2019 Apr 12.

Abstract

Herein we report a highly para-selective C-H olefination of aniline derivatives by a Pd/S,O-ligand-based catalyst. The reaction proceeds under mild reaction conditions with high efficiency and broad substrate scope, including mono-, di-, and trisubstituted tertiary, secondary, and primary anilines. The S,O-ligand is responsible for the dramatic improvements in substrate scope and the high para-selectivity observed. This methodology is operationally simple, scalable, and can be performed under aerobic conditions.

摘要

在此,我们报告了一种钯/S,O-配体基催化剂介导的苯胺衍生物的高对位选择性 C-H 烯化反应。该反应在温和的反应条件下以高效率和广泛的底物范围进行,包括单取代、二取代和三取代的叔、仲和伯苯胺。S,O-配体是导致底物范围显著扩大和观察到高对位选择性的原因。该方法操作简单、可规模化,并可在有氧条件下进行。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dda4/6487392/bb6c9d3fb4eb/ja-2019-01908f_0002.jpg

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