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A General Method for Aminoquinoline-Directed, Copper-Catalyzed sp(2) C-H Bond Amination.

ABSTRACT: An operationally simple and general method for copper-catalyzed, aminoquinoline-assisted amination of ?-C(sp(2))-H bonds of benzoic acid derivatives is reported. The reaction employs Cu(OAc)2 or (CuOH)2CO3 catalysts, an amine coupling partner, and oxygen from air as a terminal oxidant. Exceptionally high generality with respect to amine coupling partners is observed. Specifically, primary and secondary aliphatic and aromatic amines, heterocycles, such as indoles, pyrazole, and carbazole, sulfonamides, as well as electron-deficient aromatic and heteroaromatic amines are competent coupling components.

SUBMITTER: Roane J

PROVIDER: S-EPMC4829344 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature

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A General Method for Aminoquinoline-Directed, Copper-Catalyzed sp(2) C-H Bond Amination.

Roane James J Daugulis Olafs O

Journal of the American Chemical Society 20160318 13

An operationally simple and general method for copper-catalyzed, aminoquinoline-assisted amination of β-C(sp(2))-H bonds of benzoic acid derivatives is reported. The reaction employs Cu(OAc)2 or (CuOH)2CO3 catalysts, an amine coupling partner, and oxygen from air as a terminal oxidant. Exceptionally high generality with respect to amine coupling partners is observed. Specifically, primary and secondary aliphatic and aromatic amines, heterocycles, such as indoles, pyrazole, and carbazole, sulfona ...[more]

PMID: 26990413

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