title: Photoorganocatalytic One-Pot Synthesis of Hydroxamic Acids from Aldehydes.
abstract: 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.
authors.affiliation: Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodestrian University of Athens, Panepistimiopolis, 15771, Athens, Greece.
authors.forename: Giorgos N
authors.initials: GN
authors.lastname: Papadopoulos
authors.affiliation: Laboratory of Organic Chemistry, Department of Chemistry, National and Kapodestrian University of Athens, Panepistimiopolis, 15771, Athens, Greece. ckokotos@chem.uoa.gr.
authors.forename: Christoforos G
authors.initials: CG
authors.lastname: Kokotos
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D006877:Hydroxamic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D019811:Hydroxylamine / Q000737:chemistry; D008027:Light; D015394:Molecular Structure; D000077337:Vorinostat
chemical_list: D000447:Aldehydes; D000970:Antineoplastic Agents; D006877:Hydroxamic Acids; D019811:Hydroxylamine; D000077337:Vorinostat
keywords: green chemistry; hydroxamic acids; organocatalysis; photochemistry; vorinostat