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FeCl3·6H2O-promoted skeleton-rearrangement of 1-substituted-3-benzazepines: substrate extension and product utilization |
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| Authors: | Jing Zhang Kui Wu Meining WangJianqin Jiang Ao Zhang |
| Affiliation: | a Synthetic Organic & Medicinal Chemistry Laboratory (SOMCL), Shanghai Institute of Materia Medica (SIMM), Chinese Academy of Sciences, Shanghai 201203, China b Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China |
| Abstract: | FeCl3·6H2O-promoted skeleton-rearrangement of 1-substituted-3-benzazepines was further exploited. Both 1-aryl- and 1-alkyl- or 1-alkenyl-benzazepines underwent this reaction smoothly. The rearrangement products were used to prepare a series of novel derivatives containing both tetrahydroisoquinoline (THIQ) and tetrahydropyrimidin-4(1H)-one scaffolds through a Mannich-type process. |
| Keywords: | 1-Substituted benzazepine Tetrahydroisoquinoline Ring arrangement Iron (III) chloride Tetrahydropyrimidin-4(1H)-one |
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