METAL TEMPLATE ORTHO-ACYLATION OF PHENOLS; A NEW GENERAL APPROACH TO ANTHRACYCLINONES
Direct and mild synthesis of dihydroxyanthraquinones including 4-demethoxy-7-deoxydaunomycinone 8 from ortho-phthaloyl dichloride and hydroquinone derivatives is described.
A NEW METHODOLOGICAL APPROACH TO ANTHRAQUINONE AND ANTHRACYCLINONE SYNTHESIS
A new general methodology for the anthraquinone and anthracyclinone synthesis has been developed.In contrast to the data reported in the previous literature, anthraquinones can be obtained under mild conditions from ortho dicarboxylic acid chlorides and suitable aromatic substrates via a Friedel-Crafts process.In this context the classic Wong synthesis of anthracyclinones has been greatly improved.The study of the reaction mechanism permitted the unexpected results to be rationalized and to account for the "ortho template bisacylation" of the phenol substrates.