Ortho CH Acylation of Aryl Iodides by Palladium/Norbornene Catalysis

Reported herein is a palladium/norbornene‐catalyzed ortho‐arene acylation of aryl iodides by a Catellani‐type CH functionalization. This transformation is enabled by isopropyl carbonate anhydrides, which serve as both an acyl cation equivalent and a hydride source. Double (re)agent: A palladium/nor...

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2015-10, Vol.54 (43), p.12664-12668
Main Authors: Dong, Zhe, Wang, Jianchun, Ren, Zhi, Dong, Guangbin
Format: Article
Language:English
Subjects:
Acylation
Anhydrides
arenes
Aromatic compounds
Carbonates
Catalysis
Cations
CH activation
Equivalence
heterocycles
Hydrides
Iodides
Iodides - chemistry
Norbornanes - chemistry
Palladium
Palladium - chemistry
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Summary:Reported herein is a palladium/norbornene‐catalyzed ortho‐arene acylation of aryl iodides by a Catellani‐type CH functionalization. This transformation is enabled by isopropyl carbonate anhydrides, which serve as both an acyl cation equivalent and a hydride source. Double (re)agent: A palladium/norbornene‐catalyzed ortho‐acylation of aryl iodides was developed, and is enabled by isopropyl carbonate anhydrides, which function as both an acyl cation equivalent and a hydride source. This reaction exhibits excellent functional‐group compatibility and broad substrate scope. Heterocycle moieties can be tolerated on both the aryl and acyl partners. FG=functional group.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201506397