Versatile Direct Synthesis of Oligosubstituted Pyrroles by Cycloaddition of α-Metalated Isocyanides to Acetylenes
Oleg V. Larionov, Armin de Meijere*
*Institut für Organische und Biomolekulare Chemie, Georg-August-Universität
Göttingen, Tammannstrasse 2, 37077 Göttingen, Email:
Armin.deMeijere
chemie.uni-goettingen.de
O. V. Larionov, A. de Meijere, Angew. Chem. Int. Ed., 2005, 44, 5664-5667.
DOI: 10.1002/anie.200502140I (free Supporting Information)
Abstract
Various 2,3,4-trisubstituted pyrroles are easily accessible in one step from readily available acetylenes and acceptor-substituted methyl isocyanides by base-mediated or copper-catalyzed cycloadditions. Scope and limitations of both pyrrole syntheses are discussed.
see article for more examples
see article for more reactions
proposed mechanism
Key Words
cesium, copper, heterocycles, homogeneous catalysis, isocyanides, pyrroles
ID: J06-Y2005-1310
