47052-31-3Relevant academic research and scientific papers
First Synthesis and Deodorant Activities of Compounds Isolated from Thyme (Thymus Vulgaris L.) and Their Analogues
Miura, Yozo,Yamaguchi, Fumihiko,Ogo, Yoshiaki
, p. 1159 - 1161 (1992)
4-(4-Hydroxy-5-isopropyl-2-methylphenyl)-6-isopropyl-3-methyl-3,5-cyclohexadiene-1,2-dione and 5,5'-diisopropyl-2,2'-dimethyl-3,4,4'-biphenyltriol, isolated from thyme, and their analogues, 4-(2,5-dimethyl-4-hydroxyphenyl)-3,6-dimethyl-3,5-cyclohexadiene-1,2-dione and 2,2',5,5'-tetramethylbiphenyl-3,4,4'-triol, have been synthesized and their deodorant activities against methanethiol measured.
Active Molybdenum-Based Anode for Dehydrogenative Coupling Reactions
Beil, Sebastian B.,Müller, Timo,Sillart, Sydney B.,Franzmann, Peter,Bomm, Alexander,Holtkamp, Michael,Karst, Uwe,Schade, Wolfgang,Waldvogel, Siegfried R.
supporting information, p. 2450 - 2454 (2018/02/09)
A new and powerful active anode system that can be operated in 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) has been discovered. In HFIP the molybdenum anode forms a compact, conductive, and electroactive layer of higher-valent molybdenum species. This system can replace powerful but stoichiometrically required MoV reagents for the dehydrogenative coupling of aryls. This electrolytic reaction is more sustainable and allows the conversion of a broad scope of activated arenes.
Oxidative coupling of alkylated anisole derivatives using MoCl5
Mirk, Daniela,Wibbeling, Birgit,Fr?hlich, Roland,Waldvogel, Siegfried R.
, p. 1970 - 1974 (2007/10/03)
Despite the Lewis acidic character of MoCl5 it can be employed for the selective oxidative coupling reaction of alkylated anisole derivatives without transalkylation or de-tert-butylation of the substrates. The spatial demand close to the donor
Selective nitration versus oxidative dealkylation of hydroquinone ethers with nitrogen dioxide
Rathore,Bosch,Kochi
, p. 6727 - 6758 (2007/10/02)
Various alkyl-substituted p-dialkoxybenzenes (ArH) react readily with nitrogen dioxide (NO2) in dichloromethane solution via either nitration (ArNO2) or oxidative dealkylation to quinones (Q). Spectral transients indicate that these coupled processes proceed from the dialkoxybenzene radical cation (ArH+) formed as the common reactive intermediate from electron-transfer in the disproportionated precursor [ArH, NO+]NO3-. In fast subsequent steps, ArH+ undergoes homolytic coupling with NO2 (which leads to aromatic nitration) and nucleophilic attack of NO3- (which results in oxidative dealkylation). As such, the competition between nitration and oxidative dealkylation is effectively modulated by solvent polarity and added nitrate.
Thallium in Organic Synthesis. 58. Regiospecific Intermolecular Oxidative Dehydrodimerization of Aromatic Compounds to Biaryls Using Thallium (III) Trifluoroacetate
McKillop, Alexander,Turrell, Andrew G.,Young, Derek W.,Taylor, Edward C.
, p. 6504 - 6512 (2007/10/02)
Treatment of a variety of aromatic substrates with thallium(III) trifluoroacetate (TTFA) in trifluoroacetic acid (TFA), or in carbon tetrachloride or acetonitrile containing boron trifluoride etherate, results in smooth, rapid, and direct regiospecific oxidative dehydrodimerization to give symmetrical biaryls in good to excellent yield.The method is particularly useful when applied to substrates in which the ring substituents are either electron donating or mildly electron withdrawing.Aromatic substrates which contain powerful electron-withdrawing groups (CN, COOR, NO2) fail to react.The reaction is postulated to proceed via (a) reaction of TTFA with the aromatic substrate and generation of the radical cation Ar+; (b) reaction of this electrophile with the aromatic substrate; (c) oxidative aromatization of the intermediate thus produced by TTFA.Biaryls can be obtained similarly by oxidation of the same substrates with either mercury(II) trifluoroacetate in TFA containing boron trifluoride, lead(IV) acetate in acetonitrile containing boron trifluoride, iron(III) chloride in methylene chloride, or cobalt(III) fluoride in TFA.Yields in the Hg(II) and Fe(III) reactions are generally inferior to those obtained with TTFA, but those obtained in the Pb(IV) and Co(III) oxidations are in many instances comparable to, or even better than, the TTFA results.The oxidations with Hg(II), Pb(IV), Fe(III), and CO(III) are also postulated to proceed via a radical cation mechanism.
