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

Authors
Bergman, J Janosik, T Yudina, L Desarbre, E Lidgren, G Venemalm, L
Citation
J. Bergman et al., 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, TETRAHEDRON, 56(13), 2000, pp. 1911-1916
Citations number
37
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
13
Year of publication
2000
Pages
1911 - 1916
Database
ISI
SICI code
0040-4020(20000324)56:13<1911:RO1FOI>2.0.ZU;2-5
Abstract
1,2-Bis(1H-indol-2-yl)ethane (9) has been prepared and converted into indol o[2,3-c]carbazole (8) using palladium acetate in refluxing acetic acid. Rea ction of 9 with CoF3 in hot TFA led to isolation of cyclohept[1,2-b:5,4-b'] bisindole derivatives 11 and 12, which could be elaborated into further der ivatives. Treatment of 9 with orthoesters, aldehydes and ketones under acid ic conditions afforded additional bisindoles containing a seven-membered ri ng. (C) 2000 Elsevier Science Ltd. All rights reserved.