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A convenient rhodium-catalyzed intermolecular hydroamination procedure for terminal alkynes
C G Hartung1, A Tillack, H Trauthwein
1Institut für Organische Katalyseforschung an der Universität Rostock e.V., Buchbinderstrasse 5-6, 18055 Rostock, Germany.
The Journal of Organic Chemistry
|September 18, 2001
Abstract:
The first rhodium-catalyzed intermolecular hydroamination of alkynes is presented. Terminal alkynes react efficiently with anilines in the presence of cationic rhodium(I) catalysts under very mild reaction conditions (e.g., base and acid free at room temperature) to yield up to 99% of the corresponding imines. An easy one-pot protocol for the synthesis of secondary amines was developed by combining this alkyne amination reaction with in situ addition of organolithium reagents.