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Reactions of 1,2-Bis(1H-indol-2-yl)ethane: Formation of Indolo[2,3-c]carbazole and Cyclohept[1,2-b:5,4-b′]bisindole Derivatives

✍ Scribed by Jan Bergman; Tomasz Janosik; Larisa Yudina; Eric Desarbre; Göran Lidgren; Lennart Venemalm

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
119 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis

1,2-Bis(1H-indol-2-yl)ethane (9) has been prepared and converted into indolo[2,3-c]carbazole (8) using palladium acetate in refluxing acetic acid. Reaction of 9 with CoF 3 in hot TFA led to isolation of cyclohept[1,2-b:5,4-b H ]bisindole derivatives 11 and 12, which could be elaborated into further derivatives. Treatment of 9 with orthoesters, aldehydes and ketones under acidic conditions afforded additional bisindoles containing a seven-membered ring.

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