A versatile synthetic approach toward a series of benzothiazepines with medicinal potential (for example, compound <strong>1</strong>) that allows incorporation of structural variation at the three aromati...A versatile synthetic approach toward a series of benzothiazepines with medicinal potential (for example, compound <strong>1</strong>) that allows incorporation of structural variation at the three aromatic regions of the structure, and at the sulfur atom, was developed. Knoevenagel condensation of indan-1,3-diones with benzaldehydes, yielded 2-benzylidineindan-1,3-diones, which undewent thio-Michael addition and intramolecular imine formation upon reaction with 2-aminothiophenols, to produce the target benzothiazepines. Use of indan-1,3-diones, benzaldehydes or 2-aminothiophenols bearing further substitution enabled production of novel 5,11-dihydro-12H-benzo[b]indeno [1,2-e][1,4]thiazepin-12-one analogs <strong>1</strong> - <strong>14</strong>, including compounds bearing substitution at novel positions within the scaffold.展开更多
文摘A versatile synthetic approach toward a series of benzothiazepines with medicinal potential (for example, compound <strong>1</strong>) that allows incorporation of structural variation at the three aromatic regions of the structure, and at the sulfur atom, was developed. Knoevenagel condensation of indan-1,3-diones with benzaldehydes, yielded 2-benzylidineindan-1,3-diones, which undewent thio-Michael addition and intramolecular imine formation upon reaction with 2-aminothiophenols, to produce the target benzothiazepines. Use of indan-1,3-diones, benzaldehydes or 2-aminothiophenols bearing further substitution enabled production of novel 5,11-dihydro-12H-benzo[b]indeno [1,2-e][1,4]thiazepin-12-one analogs <strong>1</strong> - <strong>14</strong>, including compounds bearing substitution at novel positions within the scaffold.
