4.6 Article

Photoorganocatalytic One-Pot Synthesis of Hydroxamic Acids from Aldehydes

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 20, Pages 6964-6967

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201600333

Keywords

green chemistry; hydroxamic acids; photochemistry; organocatalysis; vorinostat

Funding

  1. Latsis Foundation

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An efficient one-pot synthesis of hydroxamic acids from aldehydes and hydroxylamine is described. A fast, visible-light-mediated metal-free hydroacylation of dialkyl azodicarboxylates was used to develop the subsequent addition of hydroxylamine hydrochloride. A range of aliphatic and aromatic aldehydes were employed in this reaction to give hydroxamic acids in high to excellent yields. Application of the current methodology was demonstrated in the synthesis of the anticancer medicine vorinostat.

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