Chemoselective C(α)–C(β) bond cleavage of saturated aryl ketones with amines leading to α-ketoamides: a copper-catalyzed aerobic oxidation process with air,Organic Chemistry Frontiers

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Chemoselective C(α)–C(β) bond cleavage of saturated aryl ketones with amines leading to α-ketoamides: a copper-catalyzed aerobic oxidation process with air
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2017-08-31 00:00:00 , DOI: 10.1039/c7qo00690j
Chengkou Liu _{1,

2,

3,

4} , Zhao Yang _{4,

5,

6,

7} , Yu Zeng _{1,

2,

3,

4} , Zheng Fang _{1,

2,

3,

4} , Kai Guo _{1,

2,

3,

4,

8}

Affiliation

An unprecedented selective C(α)–C(β) bond cleavage of simple saturated aryl ketones was developed. The corresponding α-ketoamides, ubiquitous structural units in a variety of natural products, were constructed from copper-catalyzed aerobic oxidative C–C bond cleavage and amidation of ketones with amines under air. And this reaction featured simple starting materials and a broad substrate scope. Moreover, no obvious limitation was observed in terms of a gram-scale application. In addition, a plausible reaction pathway was proposed based on mechanism studies.

中文翻译：

饱和芳基酮与胺的化学选择性C（α）–C（β）键裂解，生成α-酮酰胺：一种铜催化的需氧空气氧化过程

开发了前所未有的选择性C（α）–C（β）键裂解简单的饱和芳基酮的方法。相应的α-酮酰胺，是多种天然产物中普遍存在的结构单元，是由铜催化的好氧氧化性C-C键裂解和胺与胺在空气中酰胺化而构建的。该反应具有简单的起始原料和广泛的底物范围。此外，在克级应用方面没有观察到明显的限制。另外，基于机理研究提出了合理的反应途径。

更新日期：2017-09-11

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