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Titanium‐Catalyzed Intermolecular Hydroaminoalkylation of Alkenes with Tertiary Amines
Author(s) -
Geik Dennis,
Rosien Michael,
Bielefeld Jens,
Schmidtmann Marc,
Doye Sven
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202100431
Subject(s) - alkene , chemistry , intermolecular force , catalysis , regioselectivity , titanium , cationic polymerization , tertiary amine , methylene , amine gas treating , double bond , medicinal chemistry , organic chemistry , molecule
The first cationic titanium catalyst system for the intermolecular hydroaminoalkylation of alkenes with various tertiary alkylamines is presented. Corresponding reactions which involve the addition of the α‐C−H bond of a tertiary amine across the C−C double bond of an alkene take place at temperatures close to room temperature with excellent regioselectivity to deliver the branched products exclusively. Interestingly, for selected amines, α‐C−H bond activation occurs not only at N ‐methyl but also at N ‐methylene groups.