Room Temperature Palladium-Catalyzed Intramolecular Hydroamination of Unactivated Alkenes

A mild and facile Pd-catalyzed intramolecular hydroamination of unactivated alkenes is described. This reaction takes place at room temperature and is tolerant of synthetically useful acid-sensitive functional groups. The formation of hydroamination products rather than oxidative amination products...

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Bibliographic Details
Published inJournal of the American Chemical Society Vol. 128; no. 13; pp. 4246 - 4247
Main Authors Michael, Forrest E, Cochran, Brian M
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 05.04.2006
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Exact sciences and technology
Kinetics and mechanisms
Organic chemistry
Physical Sciences
Reactivity and mechanisms
Science & Technology
FUNCTIONALIZATION
AMINATION
DICATIONIC PALLADIUM(II)
ANILINES
COMPLEXES
OLEFINS
ALKYNES
Cationic complex
Intramolecular reaction
Catalytic reaction
Palladium Complexes
Organic ligand
Transition metal Complexes
Complex catalyst
Experimental study
Alkene
Tritertiary phosphine
Reaction mechanism
Platinoid Complexes
Chloro complex
Catalyst activity
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Summary:A mild and facile Pd-catalyzed intramolecular hydroamination of unactivated alkenes is described. This reaction takes place at room temperature and is tolerant of synthetically useful acid-sensitive functional groups. The formation of hydroamination products rather than oxidative amination products is due to the use of a tridentate ligand on Pd which effectively inhibits β-hydride elimination.
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ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0002-7863
1520-5126
DOI:10.1021/ja060126h