Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2019 Sep 2;58(36):12440-12445.
doi: 10.1002/anie.201905209. Epub 2019 Aug 1.

Photochemical C-H Amination of Ethers and Geminal Difunctionalization Reactions in One Pot

Daniel Hernández-Guerra  1 , Anna Hlavačková  1 , Chiranan Pramthaisong  1 , Ilaria Vespoli  1 , Radek Pohl  1 , Tomáš Slanina  1 , Ullrich Jahn  1
Affiliations

Photochemical C-H Amination of Ethers and Geminal Difunctionalization Reactions in One Pot

Daniel Hernández-Guerra et al. Angew Chem Int Ed Engl. .

Abstract

A mild, atom-economic, and metal-free α-C-H amination of ethers using relatively stable nonafluorobutanesulfonyl (nonaflyl, Nf) azide as the aminating reagent to give N-sulfonyl hemiaminals is reported. This enables unprecedented C(sp3 ) difunctionalization reactions, leading to diverse functionalized amino group containing compounds starting from simple ethers in one pot.

Keywords: C−H activation; amination; photoreactions; radicals; sulfonyl azides.

PubMed Disclaimer

References

    1. H. M. L. Davies, Angew. Chem. Int. Ed. 2006, 45, 6422-6425;
    1. Angew. Chem. 2006, 118, 6574-6577.
    1. F. Collet, R. H. Dodd, P. Dauban, Chem. Commun. 2009, 5061-5074.
    1. None
    1. D. S. Breslow, M. F. Sloan, N. R. Newburg, W. B. Renfrow, J. Am. Chem. Soc. 1969, 91, 2273-2279;

Publication types

LinkOut - more resources