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Palladium‐Catalyzed Through‐Space C(sp 3 )H and C(sp 2 )H Bond Activation by 1,4‐Palladium Migration: Efficient Synthesis of [3,4]‐Fused Oxindoles
Author(s) -
Piou Tiffany,
Bunescu Ala,
Wang Qian,
Neuville Luc,
Zhu Jieping
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201306532
Subject(s) - palladium , catalysis , chemistry , medicinal chemistry , stereochemistry , organic chemistry
Palladium two step: Linear anilides were converted into the title compounds in good to excellent yields through a palladium‐catalyzed domino carbopalladation/1,4‐palladium shift sequence. The C(sp 3 )‐H activation involves a seven‐membered palladacycle, and is chemoselective in the presence of competitive C(sp 2 )H bonds. DMA= N , N ‐dimethylacetamide, OPiv=pivalate.