Journal of the Chemical Society Perkin Transactions 1 · 1990 · 17 citations · 14 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryPhenylboronic Acid-based SystemsRing-forming Reactions
An efficient synthesis of 3-amino-4-phenylpyridine derivatives is reported. 3-Pivaloylaminopyridines were lithiated by butyl-lithium before reaction with iodine as electrophile to afford 4-iodo-3-pivaloylaminopyridines. Cross-coupling of the latter with suitable phenylboronic acids gives CD ring models of streptonigrin.
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