Photoorganocatalytic One-Pot Synthesis of Hydroxamic Acids from Aldehydes

被引:66
|
作者
Papadopoulos, Giorgos N. [1 ]
Kokotos, Christoforos G. [1 ]
机构
[1] Natl & Kapodestrian Univ Athens, Dept Chem, Organ Chem Lab, Athens 15771, Greece
关键词
green chemistry; hydroxamic acids; photochemistry; organocatalysis; vorinostat; ORGANOCATALYTIC OXIDATION; INHIBITORS; DESIGN; 2,2,2-TRIFLUOROACETOPHENONE; AMINES; CANCER; AMIDES;
D O I
10.1002/chem.201600333
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:6964 / 6967
页数:4
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