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Direct Oxidative Allylic and Vinylic Amination of Alkenes through Selenium Catalysis
Author(s) -
Trenner Johanna,
Depken Christian,
Weber Thomas,
Breder Alexander
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.201303662
Subject(s) - amination , allylic rearrangement , selenium , chemistry , oxidative phosphorylation , catalysis , organic chemistry , combinatorial chemistry , biochemistry
Bringing “N” into the game : The direct chemoselective nitrogenation of unactivated alkenes can be achieved through oxidative selenium catalysis (see scheme). This method provides a broad variety of allylic imides in yields of up to 89 % using N ‐fluorobenzenesulfonimide (NFSI) as the terminal oxidant and nitrogen source. Furthermore, an unprecedented selenium‐catalyzed vinylic C(sp 2 )–H nitrogenation was discovered.