1-4-benzothiazine has been researched along with tetrahydrofuran* in 1 studies
1 other study(ies) available for 1-4-benzothiazine and tetrahydrofuran
| Article | Year |
|---|---|
Intramolecular capture of pummerer reaction intermediates by an aromatic nucleophile: selective construction of 1,4-benzothiazine and indole ring systems.
The simple alkyl sulfoxide 6 carrying two aromatic nucleophiles, when treated with trifluoroacetic anhydride at room temperature (Pummerer reaction conditions), underwent an intramolecular aromatic sulfenylation of the 6-exo-tet process in an exclusive manner to yield two regioisomeric 1,4-benzothiazine derivatives, 8 and 9. On the other hand, a similar reaction of the alpha-acyl sulfoxide 7, possessing identical aromatic nucleophiles, caused an intramolecular aromatic alkylation of the 5-exo-trig process to produce the 3-oxo-indole derivative 14 in a quantitative yield. These results demonstrate that the construction of 1,4-benzothiazine and indole ring systems can be achieved in a selective manner by proper choice of the sulfoxide side chain. Topics: Acetic Anhydrides; Alkylation; Cyclization; Furans; Indicators and Reagents; Indoles; Isoquinolines; Magnetic Resonance Spectroscopy; Oxidation-Reduction; Thiazines; Titanium | 2001 |