A novel entry to pyrido[4,3-b]carbazoles: An efficient synthesis of ellipticine

Authors
Ishikura, M Hino, A Yaginuma, T Agata, I Katagiri, N
Citation
M. Ishikura et al., A novel entry to pyrido[4,3-b]carbazoles: An efficient synthesis of ellipticine, TETRAHEDRON, 56(2), 2000, pp. 193-207
Citations number
36
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
2
Year of publication
2000
Pages
193 - 207
Database
ISI
SICI code
0040-4020(20000107)56:2<193:ANETPA>2.0.ZU;2-O
Abstract
The palladium catalyzed tandem cyclization-cross-coupling reaction of indol ylborate (2) with vinyl bromide (9) was developed for the preparation of py rido[4,3-b]carbazole as a key reaction. The cross-coupling reaction of 2a p rovided hexatriene (10), and then cyclization of 10 to pyrido[4,3-b]carbazo le (12) was effected with irradiation or Lewis acid. Using indolylborate (2 c) for the cross-coupling reaction, a novel construction of ellipticine was attained through similar reaction sequences. (C) 1999 Elsevier Science Ltd . All rights reserved.