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Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides
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Mild and Effective Method for the Nickel-Catalyzed Arylation of Glycosyl Thiols in Aqueous Surfactant Solution

Zoe Beato1,2, Sally Howard Ihle1, Xiangming Zhu1,2

  • 1Centre for Synthesis and Chemical Biology, UCD School of Chemistry, University College Dublin, Belfield Dublin 4, Ireland.

The Journal of Organic Chemistry
|November 12, 2024
PubMed

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Preparation and Reactions of Thiols02:33

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Treating arylamines with nitrous acid gives aryldiazonium salts that are effective substrates in nucleophilic aromatic substitution reactions. The diazonio group in these salts can be easily displaced by different nucleophiles, yielding a wide variety of substituted benzenes. The leaving group departs as nitrogen gas, and this easy elimination is the driving force for the substitution reaction.
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