Room Temperature Palladium-Catalyzed Intramolecular Hydroamination of Unactivated Alkenes
- 14 March 2006
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 128 (13) , 4246-4247
- https://doi.org/10.1021/ja060126h
Abstract
A mild and facile Pd-catalyzed intramolecular hydroamination of unactivated alkenes is described. This reaction takes place at room temperature and is tolerant of synthetically useful acid-sensitive functional groups. The formation of hydroamination products rather than oxidative amination products is due to the use of a tridentate ligand on Pd which effectively inhibits β-hydride elimination.Keywords
This publication has 9 references indexed in Scilit:
- Intramolecular Hydroamination of Unactived Olefins with Ti(NMe2)4 as a PrecatalystOrganic Letters, 2005
- Platinum-Catalyzed Intramolecular Hydroamination of Unactivated Olefins with Secondary AlkylaminesJournal of the American Chemical Society, 2005
- Hydroamination/Cyclization of Aminoalkenes Using Cationic Zirconocene and Titanocene CatalystsAngewandte Chemie International Edition in English, 2004
- Organolanthanide-Catalyzed HydroaminationAccounts of Chemical Research, 2004
- Evidence That Protons Can Be the Active Catalysts in Lewis Acid Mediated Hetero‐Michael Addition ReactionsChemistry – A European Journal, 2004
- Brønsted Acid-Catalyzed Intramolecular Hydroamination of Protected Alkenylamines. Synthesis of Pyrrolidines and PiperidinesOrganic Letters, 2002
- ZEKE Photoelectron Spectroscopy of the cis and trans Isomers of FormanilideAngewandte Chemie International Edition in English, 2002
- Coordination of Olefins and N-Donor Ligands at the Fragment [2,6-Bis((diphenylphosphino)methyl)pyridine]- palladium(II). Synthesis, Structure, and Amination of the New Dicationic Complexes [Pd(PNP)(CH2CHR)](BF4)2 (R = H, Ph)Organometallics, 1998
- Transition Metals in the Synthesis and Functionalization of Indoles [New Synthesis Methods (72)]Angewandte Chemie International Edition in English, 1988