Synthesis of Tetrahydroazepines through Silyl Aza-Prins Cyclization Mediated by Iron(III) Salts
2022
Sinka, Victoria | Fernández, Israel | Padrón, Juan I.
A new methodology for the synthesis of seven-membered unsaturated azacycles (tetrahydroazepines) was developed. It is based on the powerful aza-Prins cyclization in combination with the Peterson-type elimination reaction. In a single reaction step, a C–N, C–C bond and an endocyclic double bond are formed. Under mild reaction conditions and using iron(III) salts as sustainable catalysts, tetrahydroazepines with different degrees of substitution are obtained directly and efficiently. DFT calculations supported the proposed mechanism.
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书目信息
Journal of organic chemistry
卷
87
期
17
页码
11735
- 11742
ISSN
1520-6904
出版者
Multidisciplinary Digital Publishing Institute
其它主题
Organic chemistry
语言
英语
类型
Text; Journal Article
2024-02-27
MODS