Issue 30, 2022

Copper-catalyzed aerobic benzylic C(sp3)–H lactonization of 2-alkylbenzamides via N-centered radicals

Abstract

Herein, we describe the copper-catalyzed aerobic C(sp3)–H functionalization of 2-alkylbenzamides for the synthesis of benzolactones. This reaction proceeds via 1,5-hydrogen atom transfer of N-centered radicals directly generated by N–H bond cleavage and does not require the synthesis of pre-functionalized N-centered radical precursors or the use of strong stoichiometric oxidants.

Graphical abstract: Copper-catalyzed aerobic benzylic C(sp3)–H lactonization of 2-alkylbenzamides via N-centered radicals

  • This article is part of the themed collection: New Talent

Supplementary files

Article information

Article type
Communication
Submitted
10 2 2022
Accepted
05 3 2022
First published
07 3 2022

Org. Biomol. Chem., 2022,20, 5948-5952

Copper-catalyzed aerobic benzylic C(sp3)–H lactonization of 2-alkylbenzamides via N-centered radicals

K. Nozawa-Kumada, K. Ono, S. Kurosu, M. Shigeno and Y. Kondo, Org. Biomol. Chem., 2022, 20, 5948 DOI: 10.1039/D2OB00281G

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