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

✍ Scribed by David StC. Black; Donald C. Craig; Mardi Santoso

• Book ID: 104262051
• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 174 KB
• Volume: 40
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(99)01268-x

✦ Synopsis

Benzo[b]carbazoles can be synthesised readily and in good yields from the combination of 2,3-unsubstituted indoles and o-phthaidialdehyde 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 ofp-toluenesulfonic acid in methanol gives slow reactions and yields the isomeric 6-(3-indolyl)benzo[b]carbazoles.