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Palladium‐Catalyzed Oxidative Difunctionalization of Alkenes with α‐Carbonyl Alkyl Bromides Initiated through a Heck‐type Insertion: A Route to Indolin‐2‐ones
Authors:Jian‐Hong Fan  Wen‐Ting Wei  Ming‐Bo Zhou  Dr Ren‐Jie Song  Prof?Dr Jin‐Heng Li
Institution:1. State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082 (China);2. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000 (China)
Abstract:The oxidative interception of various σ‐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 α‐carbonyl alkyl bromides is described, in which the σ‐alkyl palladium(II) intermediate is generated through a Heck insertion and trapped using an aryl C(sp2)? H bond. This method can be applied to various α‐carbonyl alkyl bromides, including primary, secondary, and tertiary α‐bromoalkyl esters, ketones, and amides.
Keywords:alkenes  cross‐coupling  Heck reactions  indolinones  palladium
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