Mechanism-controlled regioselective synthesis of indolyl benzo[b]carbazoles

David St C. Black, Donald C. Craig, Mardi Santoso

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)


Benzo[b]carbazoles can be synthesised readily and in good yields from the combination of 2,3-unsubstituted indoles and o-phthaldialdehyde in the presence of acid catalysts. Use of phosphoryl chloride in chloroform gives rapid reactions and yields 11-(3-indolyl)benzo[b]carbazoles, whereas the use of p-toluenesulfonic acid in methanol gives slow reactions and yields the isomeric 6-(3-indolyl)benzo[b]carbazoles.

Original languageEnglish
Pages (from-to)6653-6656
Number of pages4
JournalTetrahedron Letters
Issue number36
Publication statusPublished - 3 Sept 1999
Externally publishedYes


  • Antitumour compounds
  • Indoles
  • Polycyclic heterocyclic compounds
  • Regioselectivity


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