General and efficient indole syntheses based on catalytic amination reactions.
[reaction: see text] Highly flexible and efficient syntheses of the indole backbone are presented starting from o-alkynylhaloarenes. These transformations proceed via a palladium- or a copper-catalyzed amination reaction and a subsequent cyclization reaction in good to excellent yields. Furthermore, a multicatalytic one-pot indole synthesis starting from o-chloroiodobenzene is viable using a single catalyst consisting of an N-heterocyclic carbene palladium complex and CuI.
Ackermann
Lutz
L
Department of Chemistry, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, D-81377 München, Germany. lutz.ackermann@cup.uni-muenchen.de
D000586:Amination; D002384:Catalysis; D003300:Copper; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D010165:Palladium
D007211:Indoles; D010165:Palladium; D003300:Copper