JOURNAL ARTICLE

Palladium-Catalyzed Aerobic Aminooxygenation of Alkenes for Preparation of Isoindolinones

Xuezhen KouLi YuLiang WuXinghua ZhangGuoqiang YangWanbin Zhang

Year: 2015 Journal:   Organic Letters Vol: 17 (22)Pages: 5566-5569   Publisher: American Chemical Society

Abstract

A palladium-catalyzed intramolecular isoindolinone-forming aminooxygenation of alkenes with 1 atm of oxygen as oxidant is reported. A variety of functionalized alkenes and carboxylic acids can be used, and high yields were observed. Preliminary mechanistic studies revealed that the aminooxygenation products were formed through the oxidation of a C-Pd(II) species using a strong oxidant, peroxide, which is generated in situ from a Pd(OAc)2/bpy/O2/HOAc catalytic system.

Keywords:
Chemistry Catalysis Palladium Combinatorial chemistry Organic chemistry

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Citation History

Topics

Catalytic C–H Functionalization Methods
Physical Sciences →  Chemistry →  Organic Chemistry
Synthesis and Catalytic Reactions
Physical Sciences →  Chemistry →  Organic Chemistry
Oxidative Organic Chemistry Reactions
Physical Sciences →  Chemistry →  Organic Chemistry
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