View
Publication Type
Journal Article
UWI Author(s)
Author, Analytic
Lyon, M. A.; Lawrence, Simon; Jackson, Yvette A.; Williams, David J.
Author Affiliation, Ana.
Department of Chemistry
Article Title
Synthesis and structure verification of an analogue of kuanoniamine A
Medium Designator
n/a
Connective Phrase
n/a
Journal Title
Journal of the Chemical Society. Perkin transaction 1
Translated Title
n/a
Reprint Status
Refereed
Date of Publication
1999
Volume ID
4
Issue ID
n/a
Page(s)
437-42
Language
n/a
Connective Phrase
n/a
Location/URL
n/a
ISSN
n/a
Notes
n/a
Abstract
Synthesis of 9-phenyl-7 H-benzothiazolo[4,5,6-ij][2,7]naphthyridin-7-one 11, an analogue of kuanoniamine A 8, is described. The synthesis involves a hetro Diels-ALder reaction of crotonaldehyde dimethylhydrazone with 4,7-dioxo-2-phenylbenzothiazole 18a or with 6-bromo-4,7-dioxo-2-phenylbenzothiazole 18b followed by annelation of the appropriate adduct. Reaction with 18a produced two sets of regioisomers - the thiazoloquinolinediones 19a, b, and the dimethylamino dioxobenzothiazoles 23a,b. The structure of 23b was determined by single-crystal X-ray structure analysis. Verification of the other structures, and methods used to improve the Diels-Alder reaction are described.....
read more