A convenient rhodium-catalyzed intermolecular hydroamination procedure forterminal alkynes

Citation
Cg. Hartung et al., A convenient rhodium-catalyzed intermolecular hydroamination procedure forterminal alkynes, J ORG CHEM, 66(19), 2001, pp. 6339-6343
Citations number
48
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
19
Year of publication
2001
Pages
6339 - 6343
Database
ISI
SICI code
0022-3263(20010921)66:19<6339:ACRIHP>2.0.ZU;2-9
Abstract
The first rhodium-catalyzed intermolecular hydroamination of alkynes is pre sented. Terminal alkynes react efficiently with anilines in the presence of cationic rhodium(I) catalysts under very mild reaction conditions (e.g., b ase and acid free at room temperature) to yield up to 99% of the correspond ing imines. An easy one-pot protocol for the synthesis of secondary amines was developed by combining this alkyne amination reaction with in situ addi tion of organolithium reagents.