18811-78-4Relevant articles and documents
Efficient access to bisphenol A metabolites: Synthesis of monocatechol, mono-o-quinone, dicatechol, and di-o-quinone of bisphenol A
Stack, Douglas E.,Mahmud, Bejan
, p. 161 - 167 (2018)
2-Iodoxybenzoic acid (IBX) oxidation of bisphenol A (BPA) is described. The selective production of either the mono-o-quinone or the di-o-quinone can be controlled by IBX stoichiometry. Isolated yields of quinone were greater than 80%. Previous synthesis of BPA-di-o-quinone using a large excess of Fremy’s salt produced only trace amounts of product. In addition to o-quinone products, both mono- and dicatechols of BPA can synthesize in high yield and isolated without chromatography. The more stable catechols can be quantitatively converted back to o-quinones using silver oxide oxidation in either acetone or DMF. These one-pot reactions provide access to four different BPA metabolites in high yield and significant scale.
STERICALLY HINDERED OLIGOPYROCATECHOLS
Dzutseva, S. G.,Gordinskii, B. Yu.,Klimov, E. S.,Bumber, A. A.,Okhlobystin, O. Yu.
, p. 1034 - 1038 (2007/10/02)
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