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Three-Component Annulation of Arynes with Phosphites and Ketones
- Subtitle
- Synthesis of Benzoxaphosphole 1-Oxides
- Author(s)
- 김지호
- Alternative Author(s)
- Jiho Kim
- Advisor
- 최준원
- Department
- 일반대학원 분자과학기술학과
- Publisher
- The Graduate School, Ajou University
- Publication Year
- 2023-02
- Language
- eng
- Keyword
- 유기화학
- Alternative Abstract
- A mild and transition-metal-free three-component annulation was performed to obtain benzoxaphosphole 1-oxides using in situ formed arynes. We employed readily available substrates, 2-(trimethylsilyl)aryl triflates, phosphites, and ketones, as the three components; substrates with various functional groups, including the non-activated ketones, could be tolerated. The mechanistic study revealed that the pentavalent phosphorus intermediate might be produced through a three-component annulation and then converted to benzoxaphosphole 1-oxides, the desired compound, by hydrolysis in an aqueous workup step. Furthermore, we investigated the potential applications of this reaction by derivatizing the produced benzoxaphosphole 1-oxides. Our results improved the approaches to preparing organophosphorus compounds used in pharmaceuticals, materials, and natural products.
- Fulltext
- Appears in Collections:
- Graduate School of Ajou University > Department of Molecular Science and Technology > 3. Theses(Master)
- Files in This Item:
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