Selectively Oxidative C(sp2)–H/C(sp3)–H Cross-Coupling of Benzamides with Amides by Nickel Catalysis,Organic Letters

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Selectively Oxidative C(sp2)–H/C(sp3)–H Cross-Coupling of Benzamides with Amides by Nickel Catalysis
Organic Letters ( IF 4.9 ) Pub Date : 2020-11-19 , DOI: 10.1021/acs.orglett.0c03535
Ningning Lv ₁ , Shuling Yu ₂ , Chao Hong ₂ , De-Man Han ₃ , Yuhong Zhang ₂

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The oxidative cross-coupling between the α-C(sp³)–H bond of amide in DMAc and the inert ortho-C(sp²)–H bond of benzamides is achieved for the first time by nickel catalysis, with the assistance of 8-aminoquinolyl group in the presence of a silver oxidant. Notably, the selectivity of conversion can be perfectly controlled by modulating the oxidant additives, and the products from the coupling of the C(sp³)–H bond adjacent to nitrogen of amides with benzamides are approached through the use of peroxide.

中文翻译：

镍催化苯甲酰胺与酰胺的选择性氧化C（sp ²）–H / C（sp ³）–H交叉偶联

在DMAc的帮助下，镍催化首次实现了DMAc中酰胺的α-C（sp ³）-H键与苯甲酰胺的惰性邻-C（sp ²）-H键之间的氧化交叉偶联。在银氧化剂存在下的8-氨基喹啉基。值得注意的是，可以通过调节氧化剂的添加来完美地控制转化的选择性，并且通过使用过氧化物可以接近与酰胺氮相邻的C（sp ³）-H键与苯甲酰胺偶合的产物。

更新日期：2020-12-04

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