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Dehydrogenative α,γ-Diphosphinylation of Allylamines Enabled by Photoinduced Cobaloxime Catalysis
Organic Letters ( IF 4.9 ) Pub Date : 2024-11-18 , DOI: 10.1021/acs.orglett.4c03988
Jiefei Guo, Yana Zhang, Miao-Miao Li, Aijun Zhang, Huaixiang Yang, Huan Min, Wei Ding

A regioselective radical α,γ-diphosphinylation of allylamines with secondary phosphine oxides by photoinduced cobaloxime catalysis is described. The reaction tolerates a wide range of allylamines and phosphine oxides, affording α-amino diphosphine dioxides in moderate to good yields with hydrogen evolution. The synthesis of new diphosphine monoxide and diphosphine ligands and the promising antitumor activities of products demonstrate the great potential applications of this approach in catalysis and drug discovery. The detailed mechanism studies indicate that this reaction likely proceeds through a dehydrogenative allylic phosphinylation and nucleophilic addition process.

中文翻译:


光诱导钴肟催化实现烯丙胺的脱氢 α,γ-二膦氨酰化



描述了通过光诱导钴肟催化烯丙胺与仲膦氧化物的区域选择性自由基α,γ-二膦化。该反应可耐受多种烯丙胺和膦氧化物,以中等至良好的产率得到 α-氨基二膦二氧化物,并发生氢。新的一氧化二膦和二膦配体的合成以及产品有前景的抗肿瘤活性证明了这种方法在催化和药物发现中的巨大潜在应用。详细的机理研究表明,该反应可能通过脱氢烯丙基磷酸化和亲核加成过程进行。
更新日期:2024-11-18
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