Regioselective Synthesis of Substituted Pyrroles: Efficient Palladium-Catalyzed Cyclization of Internal Alkynes and 2-Amino-3-iodoacrylate Derivatives
Organic Letters2006Vol. 8(25), pp. 5837–5840
Citations Over TimeTop 10% of 2006 papers
Matthew L. Crawley, Igor Goljer, Douglas J. Jenkins, John F. Mehlmann, Lisa Nogle, Rebecca Dooley, Paige E. Mahaney
Abstract
The first efficient and regioselective palladium-catalyzed cyclization of internal alkynes and 2-amino-3-iodoacrylates to give moderate to excellent yields of highly functionalized pyrroles has been developed. This approach is applicable to a range of alkynes and affords the deacylated pyrrole under reaction conditions for most substrates. [reaction: see text]
Related Papers
- → Recent Advances in the Regioselective Synthesis of Pyrazoles(2011)73 cited
- → Perfectly Regioselective and Sequential Protection of Glucopyranosides(2010)53 cited
- → Regioselective Couplings of Dibromopyrrole Esters(2006)19 cited
- → Remote substituent effects on regioselectivity in the Pauson–Khand reaction of 2-substituted norbornenes(2001)19 cited
- → β-Aminoenones in the regioselective synthesis of 1,3,5-trialkylpyrazoles. The influence of the substituents in the mechanism and the regioselectivity of the reaction(1998)12 cited