Issue 19, 2019

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

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

Supplementary files

Article information

Article type
Communication
Submitted
01 ጃንዩ 2019
Accepted
08 ፌብሩ 2019
First published
11 ፌብሩ 2019

Chem. Commun., 2019,55, 2833-2836

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, 55, 2833 DOI: 10.1039/C9CC00007K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements