Pd-catalyzed carbonylation of aryl C–H bonds in benzamides with CO2†,Organic Chemistry Frontiers

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Pd-catalyzed carbonylation of aryl C–H bonds in benzamides with CO2†
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2018-05-29 00:00:00 , DOI: 10.1039/c8qo00433a
Lei Song _{1,

2,

3,

4,

5} , Guang-Mei Cao _{1,

2,

3,

4,

5} , Wen-Jun Zhou _{1,

2,

3,

4,

5} , Jian-Heng Ye _{1,

2,

3,

4,

5} , Zhen Zhang _{1,

2,

3,

4,

5} , Xing-Yang Tian _{1,

2,

3,

4,

5} , Jing Li _{1,

2,

3,

4,

5} , Da-Gang Yu _{1,

2,

3,

4,

5}

Affiliation

Herein, we report the first Pd-catalyzed carbonylation of unactivated aryl C–H bonds in benzamides under 1 atm of CO₂ to directly afford important phthalimides. A variety of phthalimides are synthesized in moderate to high yields under redox-neutral conditions. This transformation features high regio- and chemo-selectivity, step-economy, good functional group tolerance, broad substrate scope and smooth scalability. Mechanistic studies suggest that the palladacycle is a competent intermediate.

中文翻译：

Pd催化的芳基C-H键的羰基化中的苯甲酰胺与CO ₂†

在本文中，我们报道了在1atm的CO ₂下苯甲酰胺中未活化的芳基C–H键的第一个Pd催化的羰基化反应，直接得到重要的邻苯二甲酰亚胺。在氧化还原中性条件下以中等到高产率合成了各种邻苯二甲酰亚胺。这种转变具有高区域选择性和化学选择性，逐步经济性，良好的官能团耐受性，广泛的底物范围和顺畅的可扩展性。机理研究表明，palladacycle是有效的中间体。

更新日期：2018-05-29

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