4.6 Article

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

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 18, Issue 4, Pages 650-654

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob02565k

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Funding

  1. National Natural Science Foundation of China [21672028, 21602019]
  2. Jiangsu Key Laboratory of Advanced Catalytic Materials Technology [BM2012110]

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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 sp(3) C-H bond in ether and the sp(2) 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.

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