Tetrahedron, 2012-08, Vol.68 (32), p.6581-6586
2012
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- Autor(en) / Beteiligte
- Titel
- Ring transformations of β-lactam-condensed 1,3-benzothiazines to isoquinoline and thiazole derivatives by sulfur extrusion and addition sequences
- Ist Teil von
- Tetrahedron, 2012-08, Vol.68 (32), p.6581-6586
- Ort / Verlag
- Kidlington: Elsevier Ltd
- Erscheinungsjahr
- 2012
- Quelle
- Alma/SFX Local Collection
- Beschreibungen/Notizen
- The ring transformations of dichloro-β-lactam-fused 2-aryl-1,3-benzothiazines with sodium methoxide were investigated. With 2 equiv of base, the dichloro-β-lactam derivatives underwent rearrangement and dihydro-1,4-benzothiazepines, 3,4-substituted isoquinolines and substituted thiazole disulfides were isolated. A possible reaction mechanism is proposed for the simultaneous formation of the novel products. The formation of isoquinoline and thiazole derivatives can be explained by sulfur extrusion and addition sequences. [Display omitted]
- Sprache
- Englisch
- Identifikatoren
- ISSN: 0040-4020eISSN: 1464-5416DOI: 10.1016/j.tet.2012.05.033Titel-ID: cdi_crossref_primary_10_1016_j_tet_2012_05_033
- Format
- –
- Schlagworte
- 1,3-Benzothiazine, Benzothiazepine, Chemistry, Dichloro-β-lactam, Exact sciences and technology, 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, Isoquinoline, Kinetics and mechanisms, Organic chemistry, Preparations and properties, Reactivity and mechanisms, Ring transformation, Thiazole