One-Pot, Base- and Metal-Free Practical Synthesis of Novel Cycloalkene-Fused [1,4]Thiazepines through the Sequential Ugi/SNCsp2 Reactions
| Autor: | Ahmed Al-Harrasi, Ahmad Takallou, Sulaiman Al-Shidhani, Muhammad U. Anwar |
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| Rok vydání: | 2022 |
| Předmět: | |
| Zdroj: | Synthesis. 55:489-498 |
| ISSN: | 1437-210X 0039-7881 |
| DOI: | 10.1055/a-1944-2423 |
| Popis: | A one-pot and sequential Ugi/SNCsp2 four-component reaction was introduced for the synthesis of cycloalkene-fused [1,4]thiazepine derivatives. A variety of cyclic β-bromovinyl aldehyde with different sizes, amines, and isocyanides were reacted with thioglycolic acid. This approach can provide a practical and rapid access to the fused bioactive cycloalkene structures containing thiazepine, and peptide unit, which proved the achievement of a significant structural diversity. Further use of this method has been successfully applied in synthesizing a variety of quinoline-fused [1,4]thiazepines with satisfactory results. The practical nature of this approach was demonstrated by a gram-scale synthesis of a selected product. |
| Databáze: | OpenAIRE |
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