Halogen Bond Catalyzed Bromocarbocyclization

Halogen Bond Catalyzed Bromocarbocyclization A 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. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Angewandte Chemie Wiley

Halogen Bond Catalyzed Bromocarbocyclization

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Publisher
Wiley Subscription Services, Inc., A Wiley Company
Copyright
© 2018 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
ISSN
0044-8249
eISSN
1521-3757
D.O.I.
10.1002/ange.201800261
Publisher site
See Article on Publisher Site

Abstract

A 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.

Journal

Angewandte ChemieWiley

Published: Jan 19, 2018

Keywords: ; ; ; ;

References

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