65000-00-2Relevant academic research and scientific papers
A New Synthesis of Anthraquinones Using Dihydro-oxazoles and Grignard Reagents Derived from Mg(Anthracene)(THF)3
Nicoletti, Teresa M.,Raston, Colin L.,Sargent, Melvyn V.
, p. 133 - 138 (2007/10/02)
A general synthesis of anthraquinones which depends on the displacement of the methoxy group from an o-methoxyaryldihydro-oxazole by a methoxy substituted benzylmagnesium chloride, generated by using a magnesium-anthracene complex, has been developed.The masked benzylbenzoic acids which result from these reactions are deprotected and then ring-closed to anthrones which on oxidation yield anthraquinones.In this way, the followeing naturally occurring anthraquinones (or derivatives thereof have been synthesized): chrysophanol (9), islandicin (19), digitopurpone (21), tri-O-methylemodin (26), and di-O-methylsoranjidiol (29).
