Synthesis of beta- and gamma-carbolines by the palladium-catalyzed iminoannulation of internal alkynes.
[reaction: see text] A variety of substituted beta- and gamma-carbolines have been prepared in good to excellent yields by the annulation of internal acetylenes by the tert-butylimines of N-substituted 3-iodoindole-2-carboxaldehydes and 2-haloindole-3-carboxaldehydes, respectively, in the presence of a palladium catalyst.
Zhang
H
H
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
Larock
R C
RC
D000114:Acetylene / Q000031:analogs & derivatives* / Q000737:chemistry*; D002243:Carbolines / Q000138:chemical synthesis*; D007097:Imines / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry
D002243:Carbolines; D007097:Imines; D009942:Organometallic Compounds; C044735:biphenylacetylene; D010165:Palladium; D000114:Acetylene