Organic Letters
Organic Letters
5 years ago

Rh(I)-Catalyzed Alkylation of ortho-C–H Bonds in Aromatic Amides with Maleimides

Rh(I)-Catalyzed Alkylation of ortho-C–H Bonds in Aromatic Amides with Maleimides
Takuma Yamaguchi, Naoto Chatani, Qiyuan He
An alkylation of C–H bonds with maleimides by a rhodium-catalyzed reaction of aromatic amides containing an 8-aminoquinoline moiety as the directing group is reported. Various N-substituents in the maleimide, including methyl, ethyl, cyclohexyl, benzyl, and phenyl groups and even H, are applicable to the reaction. The reaction is highly regioselective at the less hindered ortho-C–H bond when meta-substituted aromatic amides are used as substrates.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02135

DOI: 10.1021/acs.orglett.7b02135

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