Synthesis of 3-aminopyrocatechol via lithiated intermediates
We report the synthesis of 3-aminopyrocatechol (7) through electrophilic amination of lithiated pyrocatechol, protected in the form of a ketal. For this purpose the lithiation reaction of protected pyrocatechol (1) was studied. The synthesis of compounds
Effective syntheses of quinoline-7,8-diol, 5-amino-L-DOPA, and 3-(7,8-dihydroxyquinolin-5-yl)-L-alanine
A modification of the Baeyer-Villiger reaction allows the conversion of aromatic 2-hydroxy-3-nitroketones and aldehydes into 3-nitrocatechols, which can be reduced to 3-aminocatechols. Reaction of the latter with acrolein yields quinoline-7,8-diols under exceptionally mild conditions. This new reaction sequence was successfully applied to the synthesis of the title compounds.
Heinrich, Markus R.,Steglich, Wolfgang
p. 9231 - 9237
(2007/10/03)
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