Modular Tuning of Electrophilic Reactivity of Iridium Nitrenoids for the Intermolecular Selective α-Amidation of β-Keto Esters,Journal of the American Chemical Society

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Modular Tuning of Electrophilic Reactivity of Iridium Nitrenoids for the Intermolecular Selective α-Amidation of β-Keto Esters
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2020-06-30 , DOI: 10.1021/jacs.0c04344
Minhan Lee _{1,

2} , Hoimin Jung _{1,

2} , Dongwook Kim _{1,

2} , Jung-Woo Park _{1,

2} , Sukbok Chang _{1,

2}

Affiliation

We report herein an Ir-catalyzed intermolecular amino group transfer to β-keto esters (amides) to access α-aminocarbonyl products with excellent chemoselectivity. The key strategy was to engineer electrophilicity of the putative Ir-nitrenoids by tuning electronic property of the κ2-N,O chelating ligands, thus facilitating nucleophilic addition of enol π-bonds of 1,3-dicarbonyl substrates.

中文翻译：

用于β-酮酯的分子间选择性α-酰胺化的铱腈的亲电反应性的模块化调节

我们在此报告了 Ir 催化的分子间氨基转移到 β-酮酯（酰胺）以获取具有优异化学选择性的 α-氨基羰基产物。关键策略是通过调节 κ2-N,O 螯合配体的电子特性来设计假定的 Ir-nitrenoids 的亲电性，从而促进 1,3-二羰基底物的烯醇 π 键的亲核加成。

更新日期：2020-06-30

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