How Do Phosphinates React with Unactivated Alkenes Under Organic Photocatalyzed Conditions? Substrate Scope and Mechanistic Insights
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- 作者：Giovanni Fausti ; Dr. Fabrice Morlet-Savary ; Prof. Jacques Lalevé ; e ; Prof. Annie-Claude Gaumont and Dr. Sami Lakhdar
- 刊名：Chemistry - A European Journal
- 出版年：2017
- 出版时间：February 10, 2017
- 年：2017
- 卷：23
- 期：9
- 页码：2144-2148
- 全文大小：1148K
- ISSN：1521-3765
文摘
The first visible-light-mediated, metal-free hydrophosphinylation of unactivated alkenes with ethyl and butyl phosphinates is described. The reaction works with a low catalyst loading of 9-mesityl-10-methylacridinium perchlorate (Fukuzumi photocatalyst, 0.5 mol %) in the presence of diphenyliodonium triflate as oxidant. The reaction proceeds smoothly and covers a broad scope of substrates. Detailed mechanistic investigations, including EPR spectroscopy, fluorescence and steady-state photolysis, allowed the mechanism of this photoreaction to be rationalized.