Site-Selective Aerobic C–H Monoacylation of Carbazoles Using Palladium Catalysis,The Journal of Organic Chemistry

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Site-Selective Aerobic C–H Monoacylation of Carbazoles Using Palladium Catalysis
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-12-31 , DOI: 10.1021/acs.joc.0c01746
Subhadip Maiti ₁ , Tirtha Mandal ₁ , Barada Prasanna Dash ₂ , Jyotirmayee Dash ₁

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This manuscript describes the development of a remarkably general palladium-catalyzed monoacylation of carbazoles using toluene derivatives playing the dual role of acyl source and organic solvent. The method uses NHPI as the cocatalyst and oxygen as the sole oxidant. Interestingly, the acylation of monosubstituted N-pyridylcarbazoles takes place regioselectively at the C-8 position. The scope of the method is explored using aldehyde as the acyl source. This highly site-selective acylation proceeds through a radical process.

中文翻译：

钯催化咔唑的位点选择性好氧 C-H 单酰化

这篇手稿描述了使用甲苯衍生物开发的一种非常通用的钯催化咔唑单酰化，甲苯衍生物起到了酰基源和有机溶剂的双重作用。该方法使用NHPI作为助催化剂，氧气作为唯一的氧化剂。有趣的是，单取代的N-吡啶基咔唑的酰化在 C-8 位区域选择性地发生。使用醛作为酰基源探索了该方法的范围。这种高度位点选择性酰化通过一个激进的过程进行。

更新日期：2021-01-16

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