Regiocontrolled annellation reactions starting from diethoxymethyl protected indole

Authors
Kraxner, J Gmeiner, P
Citation
J. Kraxner et P. Gmeiner, Regiocontrolled annellation reactions starting from diethoxymethyl protected indole, SYNTHESIS-S, (8), 2000, pp. 1081-1083
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
8
Year of publication
2000
Pages
1081 - 1083
Database
ISI
SICI code
0039-7881(200007):8<1081:RARSFD>2.0.ZU;2-C
Abstract
Directed metallation of the diethoxymethyl protected indole 4 followed by t reatment with beta-nitrostyrene leads to the 1,2-disubstituted indole 5. Us ing 5 as a central intermediate, the tricyclic annellation products of type 2 and 3 were accessed when the regiochemical outcome of the reactions coul d be controlled.