Development of the Ti-Catalyzed Intermolecular Hydroamination of Alkynes

Sven Doye

doi:10.1055/s-2004-829579

ACCOUNT

Development of the Ti-Catalyzed Intermolecular Hydroamination of Alkynes

Sven Doye*
Organisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
Fax: +49(6221)544205; e-Mail: sven.doye@urz.uni-heidelberg.de;

Abstract

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Abstract

This account describes the development of Ti-catalyzed intermolecular hydroamination reactions of alkynes, achieved in the author’s laboratories during the last five years. Starting from initial ideas and early results with Cp₂TiMe₂ as a catalyst precursor, mechanistic studies and applications of Cp₂TiMe₂-catalyzed hydroaminations of alkynes for the synthesis of biologically interesting classes of compounds are presented. Particular attention is paid to the identification of improved second generation catalysts such as Cp*₂TiMe₂ and Ind₂TiMe₂.

1 Introduction
2 Initial Ideas
3 Cp₂TiMe₂: The First Generation Catalyst
4 Cp*₂TiMe₂: The Improved Catalyst
5 Other Titanium Catalysts
6 Ind₂TiMe₂: The General Catalyst
7 Hydroamination Reactions Employing Enantiomerically Pure Amines
8 Applications for the Synthesis of Biologically Interesting Compounds
9 Summary and Outlook

Key words

alkynes - aminations - amines - catalysis - titanium

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