Microwave-Assisted C-5 Iodination of Substituted Pyrimidinones and Pyrimidine Nucleosides

Lisa Paolini; Elena Petricci; Federico Corelli; Maurizio Botta

doi:10.1055/s-2003-39159

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Synthesis 2003(7): 1039-1042
DOI: 10.1055/s-2003-39159

PAPER

Microwave-Assisted C-5 Iodination of Substituted Pyrimidinones and Pyrimidine Nucleosides

Lisa Paolini, Elena Petricci, Federico Corelli*, Maurizio Botta*
Dipartimento Farmaco Chimico Tecnologico, Università degli Studi di Siena Via Aldo Moro, 53100 Siena, Italy
Fax: +39(577)234333; e-Mail: botta@unisi.it;

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Publication History

Received 5 February 2003
Publication Date:
09 May 2003 (online)

Abstract
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Abstract

Direct microwave-assisted iodination of several pyrimidinones and pyrimidine nucleosides with N-iodosuccinimide to give the corresponding 5-iodo derivatives is described. Application of this reaction to polymer-bound pyrimidinones was also investigated.

Key words

microwave - iodine - pyrimidinones - nucleosides - solid-phase synthesis

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26

The same results can be obtained using a domestic oven (LG Electronics, model: MS-192A) with a maximum emitted power of 800 watts. The temperature of the reaction mixture at the end of microwave irradiation was found to be 70-100 °C.