Synthesis of 5-benzyloxy-1,4-dihydro-6-methyl-4-oxopyridine-3-carbaldehyde by aerobic oxidation of the 5-dimethylaminomethyl analogue: optimisation of the reaction conditions

A successful introduction of the formyl group at position 5 of 3-hydroxypyridin-4-one was achieved by aerobic oxidation, catalysed by NHS/Co(II). To obtain a practical yield, the reaction conditions were optimised. A successful introduction of the formyl group at position 5 of 3-hydroxypyridin-4-one...

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Bibliographic Details
Published inTetrahedron letters Vol. 51; no. 10; pp. 1415 - 1418
Main Authors Ma, Yong Min, Hider, Robert C
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 10.03.2010
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
PHYSICOCHEMICAL PROPERTIES
DESIGN
MILD CONDITIONS
2-(1'-HYDROXYALKYL)-3-HYDROXYPYRIDIN-4-ONES
IRON CHELATORS
N-HYDROXYIMIDES
BIOLOGICAL EVALUATION
THALASSEMIA MAJOR
DEFERIPRONE
3-HYDROXYPYRIDIN-4-ONES
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Summary:A successful introduction of the formyl group at position 5 of 3-hydroxypyridin-4-one was achieved by aerobic oxidation, catalysed by NHS/Co(II). To obtain a practical yield, the reaction conditions were optimised. A successful introduction of the formyl group at position 5 of 3-hydroxypyridin-4-one was achieved by aerobic oxidation, catalysed by NHS/Co(II). To obtain a practical yield, the reaction conditions were optimised.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2010.01.027