A practical and expeditious method for the preparation of the potential anticancer agent 5,6,11,12,17,18,23,24-octahydrocyclododeca[1,2-b:4,5-b′:7,8-b″:10,11-b‴]tetraindole (CTet)

✍ Scribed by Simone Lucarini; Francesca Antonietti; Andrea Tontini; Paola Mestichelli; Mauro Magnani; Andrea Duranti

• Publisher: Elsevier Science
• Year: 2011
• Tongue: French
• Weight: 378 KB
• Volume: 52
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2011.03.117

✦ Synopsis

A new synthetic method to obtain the potential anticancer agent 5,6,11,12,17,18,23,24-octahydrocyclododeca[1,2-b:4,5-b 0 :7,8-b 00 :10,11-b 000 ]tetraindole (CTet), starting from 1H-indole-3-carboxaldehyde and sulfamide, is described. Although a mixture of CTet and cyclic indole trimer (CTr) is formed, higher CTet/CTr ratio (4:6) and CTet yield (15%) make our protocol more favorable than those reported in the literature. A discussion on the possible reaction mechanism is reported.