A BBr3 demethylation has been suggested to me as, apparently, it is less prone to attacking double bonds, I am unsure precisely why that may be at present. I am willing to try the BBr3 method, but I don't have any around and I'd have to make some up, which will be a major pain...
Demethylationn]BenzofuranophanesIntramolecular hydrogen bond•Novel hydroxy[n]benzofuranophanes have been synthesized by intramolecular cyclization.•Intramolecular hydrogen bonding between hydroxyl proton and the oxygen of furan ring was observed.•Weak intramolecular hydrogen bonding causes the rigid ...
Treatment of 4,22-dimethoxy[2.10]metacyclophan-1-yne with BBr3 in CH2Cl2 at room temperature led to the demethylation and a successive intramolecular cyclization reaction to afford a novel [10](2,9)-5a,11a-benzofuro-5a-bora-ll-bromochrornenophane in good yield. Similar treatment of a ...
Demethylation of 5,n-di-tert-butyl-8,n-dimethoxy[2.n] metacyclophane-1-ynes with BBr3 to afford novel [n] benzofuranophanes[2.n]metacyclophanesDemethylation[n]BenzofuranophanesIntramolecular hydrogen bondNovel [n]benzofuranophanes (n = 8 & 10) 2a - b have been prepared by successive ...
Demethylation of Mitragynine Picrate with BBr3 and C12H25-SH/NaOMe: A new entry for Ester Derivatives Preparation based on Position Carbon 99-HydroxycorynantheidineconversionMitragyninepicrateselectivityyieldsAn efficient and simple one pot method for the conversion of mitragynine picrate to 9-hydroxy...
5-Carbapterocarpens, one of them displaying estrogenic activity, were prepared from -aryltetralones in high yields through a one-pot, BBr3-promoted O-demethylation and cyclization sequence. The key -aryltetralone intermediates were obtained by direct -arylation of tetralones with o-alkoxybromoarenes...
A novel and straightforward BBr3-mediated tandem reduction of organic azide and demethylation of methyl ether were described. This method provides a new approach to prepare a series of new amino-3-hydroxypyridin-4-one iron chelators, which can be used in the treatment of iron also applicable ...