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Photoorganocatalytic One‐Pot Synthesis of Hydroxamic Acids from Aldehydes
Author(s) -
Papadopoulos Giorgos N.,
Kokotos Christoforos G.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201600333
Subject(s) - hydroxylamine hydrochloride , hydroxylamine , chemistry , hydroacylation , hydroxamic acid , organic chemistry , hydrochloride , combinatorial chemistry , aldehyde , catalysis
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.