Tetrahedron, 2012-01, Vol.68 (3), p.851-856
2012
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Details
- Autor(en) / Beteiligte
- Titel
- Novel indole syntheses by ring transformation of β-lactam-condensed 1,3-benzothiazines into indolo[2,3- b][1,4]benzothiazepines and indolo[3,2- c]isoquinolines
- Ist Teil von
- Tetrahedron, 2012-01, Vol.68 (3), p.851-856
- Ort / Verlag
- Kidlington: Elsevier Ltd
- Erscheinungsjahr
- 2012
- Quelle
- Alma/SFX Local Collection
- Beschreibungen/Notizen
- ortho-Nitrophenyl-substituted condensed 1,3-benzothiazines proved to be a useful core unit in indole syntheses under non-reductive conditions. Thus, the treatment of ortho-nitro-2-aryl-2a-chloro-4 H-azeto[2,1- b][1,3]benzothiazin-1-ones with sodium methoxide in methanol provided indolo-1,4-benzothiazepines via a novel rearrangement. Through the sulfur extrusion reaction of indolo[2,3- b][1,4]benzothiazepines, further alkaloid-type indole derivatives, indolo[3,2- c]isoquinolines, were obtained. The structures of the new ring systems were determined by means of NMR spectroscopy. [Display omitted]
- Sprache
- Englisch
- Identifikatoren
- ISSN: 0040-4020eISSN: 1464-5416DOI: 10.1016/j.tet.2011.11.036Titel-ID: cdi_proquest_miscellaneous_1744676052
- Format
- –
- Schlagworte
- 1,3-Benzothiazine, Chemistry, Derivatives, Exact sciences and technology, Extrusion, Heterocyclic compounds, Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms, Heterocyclic compounds with only one n hetero atom and condensed derivatives, Indole synthesis, Indoles, Indolo-1,4-benzothiazepine, Indolo[3,2- c]isoquinoline, IR, 1H and 13C NMR, Methyl alcohol, NMR spectroscopy, Organic chemistry, Preparations and properties, Ring transformation, Sodium, Tetrahedrons, Transformations, β-Lactam