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Paper | Special issue | Vol 103, No. 1, 2021, pp.403-415
Published online, 23rd September, 2020
DOI: 10.3987/COM-20-S(K)27
Dirhodium(II)-Catalyzed ortho C–H Amination of N-Alkyldiarylamines

Motoki Ito,* Mamiko Mori, Tomoya Nakagawa, Miki Hori, Kazuhiro Higuchi, and Shigeo Sugiyama*

*Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588,

Abstract

Dirhodium(II)-catalyzed ortho C–H amination of N-alkyldiarylamines has been developed. The C(sp2)–H amination proceeded with high preference over C(sp3)–H amination to provide N-aryl-o-phenylenediamines in up to 80% yield. With the use of unsymmetric diarylamines as substrates, selective amination of one of two distinct aromatic rings was also achieved.