Palladium‐Catalyzed ortho‐Halogenation of Tertiary Benzamides

A general and efficient protocol for the synthesis of ortho‐halogenated tertiary benzamides under mild conditions is described. Benzamides with various functional groups underwent ortho‐iodination, bromination or chlorination with NXS using a cationic palladium catalyst generated in situ from Pd(OAc...

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Bibliographic Details
Published in:Asian journal of organic chemistry 2017-10, Vol.6 (10), p.1361-1364
Main Authors: Qiu, Fang‐Cheng, Yang, Wen‐Cheng, Chang, Yong‐Zhen, Guan, Bing‐Tao
Format: Article
Language:English
Subjects:
benzamides
Bromination
Catalysis
Catalysts
Functional groups
Halogenation
Iodination
Organic chemistry
Palladium
Reagents
Synthesis
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Description
Summary:A general and efficient protocol for the synthesis of ortho‐halogenated tertiary benzamides under mild conditions is described. Benzamides with various functional groups underwent ortho‐iodination, bromination or chlorination with NXS using a cationic palladium catalyst generated in situ from Pd(OAc)2 and TfOH in DME. Given the generality, efficiency, mild conditions, and readily available catalyst and halogenation reagents, this method could provide a practical approach for the synthesis of ortho‐halogenated benzamides. Generally efficient: A general and efficient protocol for the synthesis of ortho‐halogenated tertiary benzamides has been developed under mild conditions. Benzamides with various functional groups underwent the ortho‐iodination, bromination or chlorination with NXS using a cationic palladium catalyst generated in situ from Pd(OAc)2 and TfOH.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.201700238