APPLICATION OF ORGANOLITHIUM AND RELATED REAGENTS IN SYNTHESIS .18. SYNTHETIC STRATEGIES BASED ON AROMATIC METALATION - A CONVERSION OF METHYL ORTHO-PYRIDOYLBENZOATES INTO AZA-ANTHRA-5,10-QUINONES
J. Epsztajn et al., APPLICATION OF ORGANOLITHIUM AND RELATED REAGENTS IN SYNTHESIS .18. SYNTHETIC STRATEGIES BASED ON AROMATIC METALATION - A CONVERSION OF METHYL ORTHO-PYRIDOYLBENZOATES INTO AZA-ANTHRA-5,10-QUINONES, Tetrahedron, 52(33), 1996, pp. 11025-11036
The synthesis of the aza-anthraquinones (16) and (17) via metallation
(LDA / THF) of the pyridine nucleus at the C-3-carbon atom of the meth
yl ortho-pyridinecarbonyl benzoates (12) and (13), and then the intram
olecular cross addition of the generated lithiated species to the carb
omethoxy group is described. Copyright (C) 1996 Elsevier Science Ltd