78395-68-3Relevant academic research and scientific papers
Efficient synthesis of a novel perylenequinone and its dimethyl ether derivatives
Liu,Diwu,Lown
, p. 914 - 916 (1995)
A novel perylenequinone and its dimethyl ether derivatives have been synthesized by a simple high-yield method.
Synthetic Approach to Hypoxyxylerone, Novel Inhibitor of Topoisomerase I
Piettre, Arnaud,Chevenier, Emmanuel,Massardier, Christine,Gimbert, Yves,Greene, Andrew E.
, p. 3139 - 3142 (2007/10/03)
(Equation Presented) A potential route to the topoisomerase I inhibitor hypoxyxylerone is demonstrated by a highly convergent synthesis of the penta(O-methyl) derivative. The key step in the approach is an anionic homo-Fries rearrangement, little used to
Boron Trichloride as a Selective Demethylating Agent for Hindered Ethers: a Synthesis of the Phytoalexins α- and β-Pyrufuran, a Synthesis of Tri-O-methylleprolomin and its Demethylation
Carvalho, Christopher F.,Russo, Albert V.,Sargent, Melvyn V.
, p. 777 - 792 (2007/10/02)
Boron trichloride has been found to be an efficient reagent for the selective cleavage of sterically hindered methoxy groups in methoxyarenes.The scope and utility of this reaction are explored with examples drawn from derivatives of benzene, naphtalene, 9,10-dihydrophenanthrene and dibenzofuran.The method is applied to the synthesis of the phytoalexins α- (56) and β-pyrofuran (58) (1,3,4-trimethoxydibenzofuran-2-ol and 1,2,4-trimethoxydibenzofuran-3-ol).A synthesis of tri-O-methylleprolomin (61), a derivative of the unusual lichen metabolite leprolomin (60), is described and its demethylation with boron trichloride is studied.
Boron Trichloride as a Selective Demethylating Agent for Hindered Ethers
Carvalho, Christopher F.,Sargent, Melvyn V.
, p. 227 - 229 (2007/10/02)
Boron trichloride has been found to be an efficient reagent for the selective cleavage of sterically hindered methoxy groups in methoxyarenes; the scope and utility of this reaction are explored.
The Thermal Elimination of Iodine from Some Substituted α-Iodonaphthalenes: a Structural Study
Cameron, Donald W.,Feutrill, Geoffrey I.,Pannan, Linda J. H.,Raston, Colin L.,Skelton, Brian W.,White, Allan H.
, p. 610 - 627 (2007/10/02)
Brief heating of a number of methyl 8-iodo-5,7-dimethoxy-2-naphthoate derivatives with a variety of added hydroxy-, methoxy-, or acetoxy-substituents in the 4- and 6-positions has been found to result in facile elimination of iodine in certain compounds but not others; subsequent examination of other aspects of the chemistry of the system have suggested this to be a solid state effect.Single crystal X-ray structure determinations have been carried out on a representative selection of compounds, suggesting that in those examples where elimination has been found to occur, intimate charge-transfers interactions between the conjugated systems of adjacent molecules arising from the nature of the crystal packing are responsible; in those compounds which do not eliminate iodine, similar interactions may also be found but are associated with substituent out-of-plane steric interactions which hinder relative movement of the naphthalene moieties in the lattice.
