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Chem Commun (Camb). 2016 Mar 25;52(24):4470-3. doi: 10.1039/c5cc10464e.

Aerobic oxidative cyclization of benzamides via meta-selective C-H tert-alkylation: rapid entry to 7-alkylated isoquinolinediones.

Author information

1
College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, China. stang@jsu.edu.cn.
2
Key Laboratory of Cluster Science of Ministry of Education, School of Chemistry, Beijing Institute of Technology, Beijing 100081, China.
3
Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.

Abstract

A novel copper-catalyzed aerobic oxidative cyclization of benzamides via meta-selective C-H tert-alkylation using AIBN and analogues as radical precursors was described. This strategy provides an elusive and rapid means to 7-tert-alkylated isoquinolinediones, as well as the construction of tertiary alkyl-aryl C(sp(3))-C(sp(2)) bonds with positional selectivity.

PMID:
26878079
DOI:
10.1039/c5cc10464e
[Indexed for MEDLINE]

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