C-OH Bond Activation and Arylation of Tautomerizable
Heterocycles

doi:10.1055/s-0028-1083462

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Synfacts 2008(11): 1205-1205
DOI: 10.1055/s-0028-1083462

Metal-Mediated Synthesis

C-OH Bond Activation and Arylation of Tautomerizable Heterocycles

Contributor(s): Paul Knochel, Tobias Thaler
F.-A. Kang*, Z. Sui, W. V. Murray
Johnson & Johnson Pharmaceutical Research and Development, Exton, USA

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Publikationsverlauf

Publikationsdatum:
23. Oktober 2008 (online)

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Significance

Direct arylation via C-OH bond activation of enolizable heterocycles with aryl boronic acids using PyBroP is reported. The reaction tolerates various functionalities, among them very sensitive functional groups, such as nitro and ester groups. Using this method, 6-arylpurine ribonucleosides can be prepared in only one step, as no protection of the OH groups on the sugar is required.