Palladium-Catalyzed Oxidative Difunctionalization of Alkenes with α-Carbonyl Alkyl Bromides Initiated through a Heck-type Insertion: A Route to Indolin-2-ones

摘要

The oxidative interception of various a-alkyl palladium(II) intermediates with additional reagents for the difunctionalization of alkenes is an important research area. A new palladium-catalyzed oxidative difunctionalization reaction of alkenes with a-carbonyl alkyl bromides is described, in which the o-alkyl palladium(II) intermediate is generated through a Heck insertion and trapped using an aryl C(sp~2)-H bond. This method can be applied to various a-carbonyl alkyl bromides, including primary, secondary, and tertiary a-bro-moalkyl esters, ketones, and amides.