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Updated: Aug 9, 2026

Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography
Published on: May 16, 2014
Selective magnesiation of chloro-iodopurines: an efficient approach to new purine derivatives
Tomas Tobrman1, Dalimil Dvorak
1Department of Organic Chemistry, Prague Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic.
Abstract:
[reaction: see text] Both 6-chloro-2-iodo-9-isopropylpurine (1) and 2-chloro-6-iodo-9-benzylpurine (4) undergo a selective I/Mg exchange reaction with iPrMgCl at -80 degrees C. The reaction course at 0 degrees C is different. Magnesiation of 1 proceeds with the migration of magnesium to the 8 position of the purine nuclei. In the case of 4, substitution of iodine with an alkyl group from the Grignard reagent accompanied with a Cl/Mg exchange reaction takes place, and 6-alkyl-2-magnesiated purines (9) are formed. Thus prepared Grignard reagents afford the corresponding alcohols by the reaction with aldehydes.
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