3855-26-3Relevant articles and documents
Examination of Selectivity in the Oxidation of ortho- and meta-Disubstituted Benzenes by CYP102A1 (P450 Bm3) Variants
Munday, Samuel D.,Dezvarei, Shaghayegh,Lau, Ian C.-K.,Bell, Stephen G.
, p. 2512 - 2522 (2017/07/12)
Cytochrome P450 CYP102A1 (P450 Bm3) variants were used to investigate the products arising from the P450 catalysed oxidation of a range of disubstituted benzenes. The variants used all generated increased levels of metabolites compared to the wild-type enzyme. With ortho-halotoluenes up to six different metabolites could be identified whereas the oxidation of 2-methoxytoluene generated only two aromatic oxidation products. Addition of an ethyl group markedly shifted the selectivity for oxidation to the more reactive benzylic position. Epoxidation of an alkene was also preferred to aromatic oxidation in 2-methylstyrene. Significant minor products arising from the migration of one substituent to a different position on the benzene ring were formed during certain P450-catalysed substrate turnovers. For example, 2-bromo-6-methylphenol was formed from the turnover of 2-bromotoluene and the dearomatisation product 6-ethyl-6-methylcyclohex-2,4-dienone was generated from the oxidation of 2-ethyltoluene. The RLYF/A330P variant altered the product distribution enabling the generation of certain metabolites in higher quantities. Using this variant produced 4-methyl-2-ethylphenol from 3-ethyltoluene with ≥90 % selectivity and with a biocatalytic activity suitable for scale-up of the reaction.
Synthesis, characterization, spectral studies, biocidal Activities of Fe (II) and Cu (II) complexes of Azo dye Ligand Derived from sulfamethoxazole and substituted p-Cresol
Modhavadiya, V. A.
, p. 921 - 925,5 (2020/08/24)
P-Cresyl acetate (I) has been prepared by acetylation of p-Cresol. Fries migration of (I) yields 2-Acetyl-4-methyl phenol (II). Clemmensen's reduction of (II) yields 2-Ethyl-4-methyl phenol (III). Diazonium salt (IV) prepared by diazotizatin of sulfamethoxazole. Azo dye ligand 3-ethyl-2-hydroxy-5-methyl- 4′-( 5″-methyl-oxazolel-3″-yl ) amino sulphonyl azobenzene (V) has been prepared by coupling of 2-Ethyl-4-methyl phenol (III) with Diazonium salt (IV) at 0-5 °CBy refluxing alcoholic solution of ligand with aqueous solution of metal salts yields azo dye ligand complexes (Vl) of ML 2 (H2O)2 or ML2 type. They were characterized by elemental analysis, absorption spectra, conductivity measurement, molecular weight determination and magnetic susceptibility measurements. The ligand as well as the metal complex has been screened for their antimicrobial activity against a number of micro organisms.
Halide-free ethylation of phenol by multifunctional catalysis using phosphinite ligands
Carrion, M. Carmen,Cole-Hamilton, David J.
, p. 4527 - 4529 (2008/09/18)
The ortho-alkylation of phenols or aniline by catalytic C-H activation and multifunctional catalysis is described. The Royal Society of Chemistry 2006.
