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Alkylarylation of N-allylbenzamides and N-allylanilines with simple ethers for the direct construction of ether substituted dihydroisoquinolinones and indolines.
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2020-01-10 , DOI: 10.1039/c9ob02565k
Yiting Li 1 , Song Sun 1 , Jiang Cheng 1 , Jin-Tao Yu 1
Affiliation  

A radical-initiated cascade addition and cyclization of N-allylbenzamides with simple ethers to construct ether-substituted dihydroisoquinolinones was performed in the presence of CuI. The cleavage of the sp3 C-H bond in ether and the sp2 C-H bond in phenyl was involved in this reaction. Moreover, the arylalkylation of N-allylanilines was also realized under similar reaction conditions, providing ether-functionalized indolines in good to moderate yields.

中文翻译:

N-烯丙苯甲酰胺和N-烯丙胺与简单醚的烷基芳基化反应,可直接构建醚取代的二氢异喹啉酮和二氢吲哚。

在CuI的存在下,进行自由基引发的N-烯丙基苯甲酰胺的级联加成反应,并与简单的醚环化,以构建醚取代的二氢异喹啉酮。该反应涉及醚中sp3 CH键的裂解和苯基中sp2 CH键的裂解。而且,在类似的反应条件下也可以实现N-烯丙啉的芳烷基化,从而以良好至中等的产率提供醚官能化的二氢吲哚。
更新日期:2020-02-10
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