Issue 11, 2013
From the journal:

Organic & Biomolecular Chemistry

Trifluoroethanolsolvent facilitates selective N-7 methylation of purines†

Honorine Lebraud,a   Celine Cano,a   Benoit Carbain,a   Ian R. Hardcastle,a   Ross W. Harrington,a   Roger J. Griffin*a  and  Bernard T. Golding*a  

* Corresponding authors

a Newcastle Cancer Centre, Northern Institute for Cancer Research, School of Chemistry, Bedson Building, Newcastle University, Newcastle upon Tyne, United Kingdom
E-mail: bernard.golding@newcastle.ac.uk
Fax: +44 (0)191 2226929
Tel: +44 (0)191 2226647

Abstract

Purines protected at N-9 by p-methoxybenzyl are methylated or ethylated in 2,2,2-trifluoroethanol at N-7 by trimethyl- or triethyl-oxonium borofluorate, respectively. Subjecting the resulting cationic species to microwave irradiation releases an N7-methyl- or ethyl-purine. This one-pot procedure is an efficient regiospecific method applicable to diverse substrates.

Graphical abstract: Trifluoroethanol solvent facilitates selective N-7 methylation of purines

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Article information

DOI
https://doi.org/10.1039/C3OB27473J
Article type
Paper
Submitted
20 Dec 2012
Accepted
29 Jan 2013
First published
30 Jan 2013

Org. Biomol. Chem., 2013,11, 1874-1878

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Trifluoroethanol solvent facilitates selective N-7 methylation of purines

H. Lebraud, C. Cano, B. Carbain, I. R. Hardcastle, R. W. Harrington, R. J. Griffin and B. T. Golding, Org. Biomol. Chem., 2013, 11, 1874 DOI: 10.1039/C3OB27473J

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