Advances and Adventures in Amination Reactions of Olefins and Alkynes

Matthias  Beller; Claudia  Breindl; Martin  Eichberger; Christian G.  Hartung; Jayasree  Seayad; Oliver R.  Thiel; Annegret  Tillack; Harald  Trauthwein

doi:10.1055/s-2002-34240

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Synlett 2002(10): 1579-1594
DOI: 10.1055/s-2002-34240

ACCOUNT

Advances and Adventures in Amination Reactions of Olefins and Alkynes

Matthias Beller*, Claudia Breindl, Martin Eichberger, Christian G. Hartung, Jayasree Seayad, Oliver R. Thiel, Annegret Tillack, Harald Trauthwein
Institut für Organische Katalyseforschung, Universität Rostock e.V., Buchbinderstr. 5-6, 18055 Rostock, Germany
Fax: +49(381)4669324; e-Mail: matthias.beller@ifok.uni-rostock.de ;

Further Information

Publication History

Received 13 August 2001
Publication Date:
23 September 2002 (online)

Abstract
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Abstract

Recent developments in the area of transition metal-catalyzed amination of olefins and alkynes are reviewed. Special emphasis is given to rhodium-catalyzed oxidative aminations of aromatic olefins.

1 General
1.1 Background
1.1.1 The Fundamental Chemistry
1.1.2 Catalytic Amination: General Features
1.1.2.1 Late Transition Metal-catalyzed Oxidative Amination
1.1.2.2 Transition Metal-catalyzed Hydroamination
1.2 Challenges and Motivation
2 Studies at our Laboratory
2.1 Transition Metal-catalyzed Amination of Olefins
2.1.1 Intermolecular anti-Markovnikov Amination of
non-Activated Aryl Olefins
2.1.2 Intermolecular anti-Markovnikov Amination of 2-Vinylpy ridine
2.1.3 Reaction Mechanism and Catalytic Cycle
2.1.4 Other Synthetic Applications
2.1.4.1 Amination of Styrenes with Primary Amines (Anilines) to Form Quinolines
2.1.4.2 Amination of Norbornadiene with Secondary Amines
2.2 Amination of Alkynes
3 Conclusions

Key words

aminations - amines - homogeneous catalysis - olefins - alkynes

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