SYNTHESIS OF THE MARINE DIBROMOOXOINDOLINE CONVOLUTAMYDINE-C

Authors
MIAH S MOODY CJ RICHARDS IC SLAWIN AMZ
Citation
S. Miah et al., SYNTHESIS OF THE MARINE DIBROMOOXOINDOLINE CONVOLUTAMYDINE-C, Journal of the Chemical Society. Perkin transactions. I, (16), 1997, pp. 2405-2412
Citations number
41
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
16
Year of publication
1997
Pages
2405 - 2412
Database
ISI
SICI code
0300-922X(1997):16<2405:SOTMDC>2.0.ZU;2-K
Abstract
A synthesis of the marine 4,6-dibromo-3-hydroxyoxoindoline convolutamy dine C3 is described. The key steps are the rhodium(II) perfluorobutyr amide catalysed cyclisation of diazoamide 17 to give the oxoindoline 1 8, and the subsequent high yielding one-pot hydrolysis-decarboxylation -oxidation of 19 to 20. X-Ray crystal structures have been determined for the diazoamides 10 and 17 and for the oxoindolines 11 and 13.