SYNTHESIS OF THE NATURALLY-OCCURRING INDOLEQUINONE BE-10988, AN INHIBITOR OF TOPOISOMERASE-2

Authors
MOODY CJ SWANN E
Citation
Cj. Moody et E. Swann, SYNTHESIS OF THE NATURALLY-OCCURRING INDOLEQUINONE BE-10988, AN INHIBITOR OF TOPOISOMERASE-2, Journal of the Chemical Society. Perkin transactions. I, (21), 1993, pp. 2561-2565
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
21
Year of publication
1993
Pages
2561 - 2565
Database
ISI
SICI code
0300-922X(1993):21<2561:SOTNIB>2.0.ZU;2-Q
Abstract
A short synthesis (28% overall yield) of the naturally occurring indol equinone BE 10988 1 is described. The synthesis starts from 4-benzylox y-5-methoxyindole and involves, as key steps, the use of chlorosulfony l isocyanate to introduce the amide side-chain into the indole 3-posit ion, followed by thioamide formation and construction of the thiazole ring using a Hantzsch reaction.