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Alkylarylation of N-allylbenzamides and N-allylanilines with simple ethers for the direct construction of ether substituted dihydroisoquinolinones and indolines

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Abstract

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.

Graphical abstract: Alkylarylation of N-allylbenzamides and N-allylanilines with simple ethers for the direct construction of ether substituted dihydroisoquinolinones and indolines

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Article information


Submitted
01 Dec 2019
Accepted
02 Jan 2020
First published
02 Jan 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Communication

Alkylarylation of N-allylbenzamides and N-allylanilines with simple ethers for the direct construction of ether substituted dihydroisoquinolinones and indolines

Y. Li, S. Sun, J. Cheng and J. Yu, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/C9OB02565K

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