Issue 18, 2016

Synthesis of cycloalkyl substituted purine nucleosides via a metal-free radical route

Abstract

An efficient route to synthesize cycloalkyl substituted purine nucleosides was developed. This metal-free C–H activation was accomplished by a tBuOOtBu initiated radical reaction. By adjusting the amount of tBuOOtBu and reaction time, the selective synthesis of C6-monocycloalkyl or C6,C8-dicycloalkyl substituted purine nucleosides could be realized. Furthermore, uracil and related nucleosides were also suitable substrates, giving the C5-cyclohexyl substituted uracil derivatives in good yields with excellent regioselectivities.

Graphical abstract: Synthesis of cycloalkyl substituted purine nucleosides via a metal-free radical route

Supplementary files

Article information

Article type
Communication
Submitted
18 Mar 2016
Accepted
08 Apr 2016
First published
11 Apr 2016

Org. Biomol. Chem., 2016,14, 4189-4193

Synthesis of cycloalkyl substituted purine nucleosides via a metal-free radical route

D. Wang, R. Xia, M. Xie, G. Qu and H. Guo, Org. Biomol. Chem., 2016, 14, 4189 DOI: 10.1039/C6OB00596A

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