- The one-pot reaction between 2-aminobenzo[d]isothiazol-3-one and alkyl propiolates in presence of triphenylphosphine leads to the corresponding alkyl 4-amino-5-oxobenzo[f][1,4]thiazepine-3-carboxylates. A plausible mechanism of the reaction is proposed and unambiguous evidence for the structures is obtained from a detailed magnetic resonance spectral analysis. 1D and 2D NMR spectra such as COSY, 1H-13C and 1H-15N HSQC and HMBC heteronuclear correlations and an INADEQUATE experiment are reported and discussed
Synthesis and NMR spectral assignments of novel 1,4-benzothiazepine-5-one derivatives / Incerti, Matteo; Acquotti, Domenico; Sandor, P.; Vicini, Paola. - In: TETRAHEDRON. - ISSN 0040-4020. - 65:(2009), pp. 7487-7490. [10.1016/j.tet.2009.07.003]
Synthesis and NMR spectral assignments of novel 1,4-benzothiazepine-5-one derivatives
INCERTI, Matteo;ACQUOTTI, Domenico;VICINI, Paola
2009-01-01
Abstract
- The one-pot reaction between 2-aminobenzo[d]isothiazol-3-one and alkyl propiolates in presence of triphenylphosphine leads to the corresponding alkyl 4-amino-5-oxobenzo[f][1,4]thiazepine-3-carboxylates. A plausible mechanism of the reaction is proposed and unambiguous evidence for the structures is obtained from a detailed magnetic resonance spectral analysis. 1D and 2D NMR spectra such as COSY, 1H-13C and 1H-15N HSQC and HMBC heteronuclear correlations and an INADEQUATE experiment are reported and discussed| File | Dimensione | Formato | |
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