Synthesis of β- and γ-Carbolines by the Palladium/Copper-Catalyzed Coupling and Cyclization of Terminal Acetylenes
The Journal of Organic Chemistry2002Vol. 67(20), pp. 7048–7056
Citations Over TimeTop 13% of 2002 papers
Abstract
A variety of 3-substituted beta- and gamma-carbolines have been synthesized from N-substituted 3-iodoindole-2-carboxaldehydes and 2-bromoindole-3-carboxaldehydes, respectively. The coupling of these aldehydes with various terminal acetylenes with PdCl(2)(PPh(3))(2)/CuI as the catalyst readily affords the corresponding alkynylindole carboxaldehydes, which have subsequently been converted to the corresponding tert-butylimines and cyclized to beta- and gamma-carbolines by either copper-catalyzed or thermal processes.
Related Papers
- → Preparation of organo palladium sols from palladium complexes in various alcohols(1994)32 cited
- → The constitution of cerium-palladium alloys containing 50–100% palladium(1967)48 cited
- → Allyl(β‐diketonato)palladium(II) complexes as precursors for palladium films(1994)36 cited
- → Reduction of palladium(II) monoglycinate complexes at rotating disc palladium electrode in acid media(2010)1 cited
- Rapid Determination of Palladium in Palladium-Nickel and Palladium-Cobalt Plating Bath(2003)