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. 2015 Oct 26;54(44):13049-52.
doi: 10.1002/anie.201506323. Epub 2015 Sep 7.

Rhodium(III)-Catalyzed Amidation of Unactivated C(sp(3) )-H Bonds

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Rhodium(III)-Catalyzed Amidation of Unactivated C(sp(3) )-H Bonds

He Wang et al. Angew Chem Int Ed Engl. .

Abstract

Nitrogenation by direct functionalization of C-H bonds represents an important strategy for constructing C-N bonds. Rhodium(III)-catalyzed direct amidation of unactivated C(sp(3) )-H bonds is rare, especially under mild reaction conditions. Herein, a broad scope of C(sp(3) )-H bonds are amidated under rhodium catalysis in high efficiency using 3-substituted 1,4,2-dioxazol-5-ones as the amide source. The protocol broadens the scope of rhodium(III)-catalyzed C(sp(3) )-H activation chemistry, and is applicable to the late-stage functionalization of natural products.

Keywords: CH activation; amides; oximes; rhodium; synthetic methods.

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