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- Title
Investigation of the Reaction between 3-Benzisothiazolones, an Isoindole Isoster and Activated Acetylenes: Synthesis of Heterocyclic Backbones for Building Bioactive Molecules.
- Authors
Incerti, Matteo; Vicini, Paola
- Abstract
Investigation of the reaction between benzo[ d]isothiazol-3-one, 2-aminobenzo[ d]isothiazol-3-one, its isoster 2-aminoisoindolin-1-one, and activated acetylenes, in the presence of triphenylphosphine, led us to synthesize novel heterocyclic compounds that could be attractive for the building of molecules. A one-pot PPh3-promoted , with acetylene dicarboxylates and dibenzoylacetylene, afforded new tricyclic pyrazolo-fused benzisothiazoles. The PPh3-promoted reaction between benzisothiazolones and methyl propiolate afforded 1,4-benzothiazepine-5-one derivatives, via an isothiazole . These studies are providing additional insights in benzisothiazolone chemistry and describe simple and original synthetic accesses to novel derivatives.
- Subjects
BENZENE compound synthesis; ISOTHIAZOLONES; ISOINDOLE; ACETYLENE; BIOACTIVE compounds; HETEROCYCLIC compounds synthesis
- Publication
Journal of Heterocyclic Chemistry, 2015, Vol 52, Issue 4, p1240
- ISSN
0022-152X
- Publication type
Other
- DOI
10.1002/jhet.2197