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Palladium-catalysed intramolecular cyclisation of 7-halo-N-allyl-indoles

Journal Article


Abstract


  • The N-allyl substituted-7-bromo-indoles (4-9) and the N-propargyl-7-bromo-indole(10) were prepared from the 7-bromo-indole (3). Compounds (4) and (7) undergo palladium-catalysed cyclisation to the pyrroloquinolines (11) and (13). Similar reactions of compounds (5), (6), (8) and (10) led to unstable cyclisation products, whilst compound (9) did not react. An attempt to prepare the 7-iodo analog of compound (3) resulted in formation of the 7,7′-bi-indolyl (2). © 1992.

Publication Date


  • 1992

Citation


  • Black, D. S. C., Keller, P. A., & Kumar, N. (1992). Palladium-catalysed intramolecular cyclisation of 7-halo-N-allyl-indoles. Tetrahedron, 48(36), 7601-7608. doi:10.1016/S0040-4020(01)90372-2

Scopus Eid


  • 2-s2.0-0026663302

Start Page


  • 7601

End Page


  • 7608

Volume


  • 48

Issue


  • 36

Abstract


  • The N-allyl substituted-7-bromo-indoles (4-9) and the N-propargyl-7-bromo-indole(10) were prepared from the 7-bromo-indole (3). Compounds (4) and (7) undergo palladium-catalysed cyclisation to the pyrroloquinolines (11) and (13). Similar reactions of compounds (5), (6), (8) and (10) led to unstable cyclisation products, whilst compound (9) did not react. An attempt to prepare the 7-iodo analog of compound (3) resulted in formation of the 7,7′-bi-indolyl (2). © 1992.

Publication Date


  • 1992

Citation


  • Black, D. S. C., Keller, P. A., & Kumar, N. (1992). Palladium-catalysed intramolecular cyclisation of 7-halo-N-allyl-indoles. Tetrahedron, 48(36), 7601-7608. doi:10.1016/S0040-4020(01)90372-2

Scopus Eid


  • 2-s2.0-0026663302

Start Page


  • 7601

End Page


  • 7608

Volume


  • 48

Issue


  • 36