Palladium‐Catalyzed Phosphoryl‐Carbamoylation of Alkenes: Construction of Nonbenzylic C(sp3)−P(O)R2 Bonds via C(sp3)−Pd(II)−P(O)R2 Reductive Elimination,Advanced Synthesis & Catalysis

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Palladium‐Catalyzed Phosphoryl‐Carbamoylation of Alkenes: Construction of Nonbenzylic C(sp3)−P(O)R2 Bonds via C(sp3)−Pd(II)−P(O)R2 Reductive Elimination
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-05-29 , DOI: 10.1002/adsc.202000337
Chen Chen ₁ , Wan Sun ₁ , Yan Yan ₁ , Fang Yang ₁ , Yuebo Wang ₁ , Yan‐Ping Zhu ₂ , Liying Liu ₁ , Bolin Zhu ₁

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We report the first example of palladium‐catalyzed phosphoryl‐carbamoylation of alkene‐tethered carbamoyl chlorides with P(O)H compounds. Both H‐phosphinates and secondary phosphine oxides are compatible with this reaction. DPE‐Phos was used as ligand to facilitate nonbenzylic C(sp ³)−P bonds formations via C(sp ³)−Pd(II)−P reductive elimination. By using this protocol, a range of phosphorylated oxindoles and lactams were obtained in moderate to good yields.

中文翻译：

钯催化烯烃的磷酸-氨基甲酰化：通过C（sp3）-Pd（II）-P（O）R2还原性消除反应生成非苄基C（sp3）-P（O）R2键

我们报道了第一个例子，是用P（O）H化合物进行的钯催化的链烯基氨基甲酰氯的磷酰氨基甲酰化反应。既ħ -phosphinates和仲膦氧化物是与本反应相容。DPE-Phos用作配体，通过C（sp ³）-Pd（II）-P的还原消除作用促进非苄基C（sp ³）-P键的形成。通过使用此协议，以中等到良好的产率获得了一系列磷酸化的羟吲哚和内酰胺。

更新日期：2020-07-29

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