Tetrahedron

Site-selective direct arylation of unprotected adenine nucleosides mediated by palladium and copper: insights into the reaction mechanism

TE Storr, AG Firth, K Wilson, K Darley, CG Baumann…

Index: Storr, Thomas E.; Firth, Andrew G.; Wilson, Karen; Darley, Kate; Baumann, Christoph G.; Fairlamb, Ian J.S. Tetrahedron, 2008 , vol. 64, # 26 p. 6125 - 6137

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Citation Number: 65

Abstract

Reaction conditions facilitating the site-selective direct aryl functionalisation at the C-8 position of adenine nucleosides have been identified. Many different aromatic components may be effectively cross-coupled to provide a diverse array of arylated adenine nucleoside products without the need for ribose or adenine protecting groups. The optimal palladium catalyst loading lies between 0.5 and 5mol%. Addition of excess mercury to the reaction ...

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