Palladium-Catalyzed Synthesis of N-Vinyl Pyrroles and Indoles
- 20 September 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 70 (21) , 8638-8641
- https://doi.org/10.1021/jo051450i
Abstract
A stereospecific palladium-catalyzed N-vinylation of azaheterocycles with vinyl triflates is described. Cyclic and acyclic vinyl triflates along with nonnucleophilic azaheterocycles were found to be substrates for this palladium-catalyzed synthesis of N-vinyl pyrrole and indole derivatives.Keywords
This publication has 30 references indexed in Scilit:
- Synthesis of Allenamides by Copper-Catalyzed Coupling of Allenyl Halides with Amides, Carbamates, and UreasOrganic Letters, 2005
- Copper−Diamine-Catalyzed N-Arylation of Pyrroles, Pyrazoles, Indazoles, Imidazoles, and TriazolesThe Journal of Organic Chemistry, 2004
- Several Convenient Methods for the Synthesis of 2-Amido Substituted FuransThe Journal of Organic Chemistry, 2003
- A Copper-Catalyzed C−N Bond Formation Involving sp-Hybridized Carbons. A Direct Entry to Chiral Ynamides via N-Alkynylation of AmidesJournal of the American Chemical Society, 2003
- Novel method for the synthesis of enamines by palladium catalyzed amination of alkenyl bromidesChemical Communications, 2002
- α-(N-Carbamoyl)alkylcuprate Chemistry in the Synthesis of Nitrogen HeterocyclesThe Journal of Organic Chemistry, 2002
- Synthesis of Enamides Related to the Salicylate Antitumor Macrolides Using Copper-Mediated Vinylic SubstitutionOrganic Letters, 2000
- Rational Development of Practical Catalysts for Aromatic Carbon−Nitrogen Bond FormationAccounts of Chemical Research, 1998
- Carbon−Heteroatom Bond-Forming Reductive Eliminations of Amines, Ethers, and SulfidesAccounts of Chemical Research, 1998
- Transition Metal Catalyzed Synthesis of Arylamines and Aryl Ethers from Aryl Halides and Triflates: Scope and MechanismAngewandte Chemie International Edition in English, 1998