Copper-catalyzed aerobic benzylic C(sp 3 )-H lactonization of 2-alkylbenzamides via N-centered radicals

Copper-catalyzed aerobic benzylic C(sp 3 )-H lactonization of 2-alkylbenzamides via N-centered radicals

Herein, we describe the copper-catalyzed aerobic C(sp )-H functionalization of 2-alkylbenzamides for the synthesis of benzolactones. This reaction proceeds 1,5-hydrogen atom transfer of N-centered radicals directly generated by N-H bond cleavage and does not require the synthesis of pre-functionaliz...

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Veröffentlicht in:Organic & biomolecular chemistry 2022-08, Vol.20 (30), p.5948-5952
Hauptverfasser: Nozawa-Kumada, Kanako, Ono, Kanako, Kurosu, Satoshi, Shigeno, Masanori, Kondo, Yoshinori
Format: Artikel
Sprache:eng
Schlagworte:
Chemical synthesis
Copper
Hydrogen atoms
Hydrogen bonds
Oxidants
Oxidizing agents
Radicals
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Zusammenfassung:Herein, we describe the copper-catalyzed aerobic C(sp )-H functionalization of 2-alkylbenzamides for the synthesis of benzolactones. This reaction proceeds 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.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob00281g