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Palladium-Catalyzed Oxidative Arylalkylation of Activated Alkenes: Dual CH Bond Cleavage of an Arene and Acetonitrile

✍ Scribed by Tao Wu; Xin Mu; Prof. Dr. Guosheng Liu

Book ID
101575329
Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
361 KB
Volume
50
Category
Article
ISSN
0044-8249

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✦ Synopsis

Not one but two: The title reaction proceeds through the dual C-H bond cleavage of both aniline and acetonitrile. The reaction affords a variety of cyano-bearing indolinones in excellent yield. Mechanistic studies demonstrate that this reaction involves a fast arylation of the olefin and a rate-determining C-H activation of the acetonitrile.

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## Abstract A new, general method for the synthesis of phenanthridines has been developed by palladium‐catalyzed oxidative remote CH olefination–carboamination–CC bond cleavage tandem reaction. It is noteworthy that alkenes are used as the one‐carbon resources for this tandem reaction.