1250829-43-6Relevant articles and documents
Tunable Pd-catalyzed cyclization of indole-2-carboxylic acid allenamides: Carboamination vs microwave-assisted hydroamination
Beccalli, Egle M.,Bernasconi, Alice,Borsini, Elena,Broggini, Gianluigi,Rigamonti, Micol,Zecchi, Gaetano
experimental part, p. 6923 - 6932 (2010/11/17)
A variety of 3-vinyl-substituted imidazo[1,5-a]indole derivatives were synthesized by intramolecular Pd-catalyzed cyclization of the title allenamides through either a domino carbopalladation/exo-cyclization process or a novel hydroamination reaction that proceeds smoothly under microwave irradiation. Both the observed pathways involve a π-allyl-palladium(II) complex arising from insertion of the allene group into a palladium(II) species, the latter being formed in situ by the intervention of an aryl iodide or of the N-H group. In both cases, the role of nucleophile is covered by the indole nitrogen.