title: Rapid access to spirocyclized indolenines via palladium-catalyzed cascade reactions of tryptamine derivatives and propargyl carbonate.
abstract: We report the intermolecular palladium-catalyzed reaction of tert-butyl propargyl carbonate with tryptamine derivatives or other indole-containing bis-nucleophiles. The reaction proceeds under mild conditions and with low catalyst loadings to afford novel spiroindolenine products in good to high yields.
authors: Department of Chemistry, The University of Chicago , 5735 South Ellis Avenue, Chicago, Illinois 60637, United States.
authors: Thomas D
authors: TD
authors: Montgomery
authors: Antoinette E
authors: AE
authors: Nibbs
authors: Ye
authors: Y
authors: Zhu
authors: Viresh H
authors: VH
authors: Rawal
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014363:Tryptamines / Q000737:chemistry*
chemical_list: D000480:Alkynes; D002254:Carbonates; D007211:Indoles; D013141:Spiro Compounds; D014363:Tryptamines; D010165:Palladium