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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 24
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Original Articles

Suzuki–Miyaura Cross‐Coupling of Unprotected Halopurine Nucleosides in Water—Influence of Catalyst and Cosolvent

Alice Collier Centre for Carbohydrate Chemistry, School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich, UK
&
Gerd K. Wagner Centre for Carbohydrate Chemistry, School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich, UKCorrespondence[email protected]
Pages 3713-3721 | Received 14 Jan 2006, Published online: 01 Dec 2006
 
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Abstract

Reaction conditions for the Suzuki–Miyaura cross‐coupling of unprotected halopurine nucleosides with arylboronic acids in aqueous media were investigated. A series of arylated purine nucleosides was prepared in water without an organic cosolvent, using either Pd(PPh3)4 or Pd(OAc)2/TPPTS as the catalyst.

Acknowledgment

We thank the University of East Anglia for a studentship, the Nuffield Foundation for financial support, and the EPSRC National Mass Spectrometry Service Centre, Swansea, for the recording of mass spectra.

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