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Nickel-Catalyzed, Manganese-Assisted Denitrogenative Cross-Electrophile-Coupling of Benzotriazinones with Alkyl Halides for ortho-Alkylated Benzamides
Organic Letters ( IF 5.2 ) Pub Date : 2022-08-02 , DOI: 10.1021/acs.orglett.2c02182
Fengze Wang 1 , Yi Tong 1 , Gang Zou 1
Affiliation  

A nickel-catalyzed denitrogenative cross-electrophile-coupling of benzotriazinones with unactivated alkyl halides (X = Cl, Br, I) in the presence of manganese powder as a reductant has been developed. The reaction furnishes ortho-alkylated secondary benzamides in modest to good yields under mild conditions. The scope of the reaction is demonstrated with 25 examples, showing good tolerance of steric hindrance and common functional groups, thus providing an efficient protocol to ortho-alkylated benzamide derivatives without the use of preprepared organometallic reagents.

中文翻译:

镍催化、锰辅助脱氮交叉电偶联苯并三嗪酮与烷基卤化物用于邻烷基化苯甲酰胺

已经开发了在锰粉作为还原剂存在下,苯并三嗪酮与未活化的卤代烷(X = Cl、Br、I)的镍催化脱氮交叉亲电偶联。该反应在温和条件下以适度至良好的产率提供邻位烷基化的仲苯甲酰胺。该反应的范围通过 25 个实例进行了展示,显示出对空间位阻和常见官能团的良好耐受性,从而为邻烷基化苯甲酰胺衍生物提供了一种有效的方案,而无需使用预先制备的有机金属试剂。
更新日期:2022-08-02
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