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. 2013 Aug 21;11(31):5189-93.
doi: 10.1039/c3ob40881g. Epub 2013 Jul 2.

Direct C-H sulfenylation of purines and deazapurines

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Direct C-H sulfenylation of purines and deazapurines

Martin Klečka et al. Org Biomol Chem. .

Abstract

A general method for Cu-catalyzed C-H sulfenylation of purines, 7-deaza- and 9-deazapurines with aryl- or alkyldisulfides has been developed. In purines, the reaction occurs at position 8, in 7-deazapurines at position 7 and in 9-deazapurines at position 9, leading to new interesting arylsulfanyl derivatives of purine or deazapurine bases. The resulting 8-arylsulfanylpurines undergo Liebesking-Srogl coupling with arylstannanes or boronic acids, whereas the (arylsulfanyl)deazapurines are not reactive under these conditions.

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