Halogen Bond Catalyzed Bromocarbocyclization

descriptionPublicationkeyboard_double_arrow_right Article 23 Feb 2018 English Publisher:WileyJournal:Angewandte Chemie International Edition, volume 57, pages 3,483-3,487 (issn: 1433-7851, eissn: 1521-3773,

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Authors: Yuk‐Cheung Chan; Ying‐Yeung Yeung;

doi: 10.1002/anie.201800261 , 10.1002/ange.201800261

pmid: 29424047

Halogen Bond Catalyzed Bromocarbocyclization

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Abstract

AbstractA halogen bond catalyzed bromo‐carbocyclization of N‐cinnamyl sulfonamides and O‐cinnamyl phenyl ethers has been developed. N‐methyl 4‐iodopyridinium triflate is used as the halogen‐bonding organocatalyst and the reaction is highly chemoselective. This report represents the first proof‐of‐concept for halogen‐bonding organocatalyst‐promoted electrophilic halogenation. Mechanistic study suggests the autocatalytic nature of this reaction.

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Chinese University of Hong Kong
China (People's Republic of)

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