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Visible-light activated metal catalyst-free vicinal diazidation of olefins with sulfonium iodate(I) species

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Abstract

A visible light-induced vicinal diazidation of various alkenes using stable sulfonium bis(acetoxy)iodate(I) and sodium azide as a radical precursor is described. The trimethylsulfonium [bis(azido)iodate(I)] species, intrinsically generated in situ, demonstrated unprecedented reactivity toward C[double bond, length as m-dash]C π bond-promoting selective azidation under photochemical conditions without any photoredox or metal catalyst. The visible-light stimulated diazidation reaction provides a convenient and straightforward approach to highly prevalent vicinal nitrogen scaffolds of myriad therapeutic importance.

Graphical abstract: Visible-light activated metal catalyst-free vicinal diazidation of olefins with sulfonium iodate(i) species

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Publication details

The article was received on 01 Jan 2019, accepted on 08 Feb 2019 and first published on 11 Feb 2019


Article type: Communication
DOI: 10.1039/C9CC00007K
Citation: Chem. Commun., 2019, Advance Article

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    Visible-light activated metal catalyst-free vicinal diazidation of olefins with sulfonium iodate(I) species

    T. R. Reddy, D. S. Rao and S. Kashyap, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC00007K

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