Issue 5, 2018

Synthesis of imidazole-activated ribonucleotides using cyanogen chloride

Abstract

We report the syntheses of ribonucleoside 5′-monophosphates activated with imidazole, using a mechanism which relies on the in situ generation of cyanogen chloride from the reaction of cyanide anion with hypochlorous acid. Cyanogen chloride reacts rapidly with imidazole to form diimidazole imine as the major product, a species which affords the activation of ribonucleoside 5′-monophosphates to their 5′-phosphorimidazolides.

Graphical abstract: Synthesis of imidazole-activated ribonucleotides using cyanogen chloride

Supplementary files

Article information

Article type
Communication
Submitted
04 Nov 2017
Accepted
08 Dec 2017
First published
21 Dec 2017

Chem. Commun., 2018,54, 511-514

Synthesis of imidazole-activated ribonucleotides using cyanogen chloride

R. Yi, Y. Hongo and A. C. Fahrenbach, Chem. Commun., 2018, 54, 511 DOI: 10.1039/C7CC08489G

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