10304-72-0Relevant academic research and scientific papers
Oxidative Decarboxylation Enables Chemoselective, Racemization-Free Esterification: Coupling of α-Ketoacids and Alcohols Mediated by Hypervalent Iodine(III)
Nanjo, Takeshi,Kato, Natsuki,Takemoto, Yoshiji
, p. 5766 - 5769 (2018)
An α-ketoacid could be converted into a reactive acylating agent by treatment with hypervalent iodine(III) species, and in so doing, we discovered a novel decarboxylative acylation of alcohols that affords a variety of esters in excellent yields. The esterification has been applied to a sterol bearing a free carboxylic acid and shows unique chemoselectivity. The procedure is racemization-free and operates under mild conditions.
Ceric ammonium nitrate as the novel oxidizing agent for the facile synthesis of (dichloroiodo)arenes
Tale, Nilesh P.,Shelke, Amol V.,Karade, Nandkishor N.
experimental part, p. 2959 - 2965 (2012/07/27)
Ceric ammonium nitrate (CAN) has been found to be a remarkable oxidizing agent for the oxidative conversion of iodoarenes to (dichloroiodo)arenes in acetic acid using aqueous HCl. The reaction of CAN with HCl generates in situ molecular chlorine, which is responsible for the oxidation. This method avoids the use of hazardous, toxic, and corrosive gaseous chlorine.
Conversion of aryl iodides into aryliodine(III) dichlorides by an oxidative halogenation strategy using 30% aqueous hydrogen peroxide in fluorinated alcohol
Podgorsek, Ajda,Iskra, Jernej
experimental part, p. 2857 - 2871 (2010/06/20)
Oxidative chlorination with HCl/H2O2 in 1,1,1-trifluoroethanol was used to transform aryl iodides into aryliodine(III) dihalides. In this instance 1,1,1-trifluoroethanol is not only the reaction medium, but is also an activator of hy
Iodobenzene dichloride as a stoichiometric oxidant for the conversion of alcohols into carbonyl compounds; two facile methods for its preparation
Zhao, Xue-Fei,Zhang, Chi
, p. 551 - 557 (2008/01/03)
A highly efficient and mild procedure is described for the oxidation of different types of alcohols using 2,2,6,6-tetramethylpiperidin-1-yloxy (TEMPO) as the catalyst, iodobenzene dichloride (PhICl2) as a stoichiometric oxidant, and pyridine as the base. This procedure also smoothly oxidizes 1,2-diols to α-hydroxy ketones or α-diketones depending upon the amount of iodobenzene dichloride used. A competitive study shows that using the 2,2,6,6-tetramethylpiperidin-1-yloxy/iodobenzene dichloride/pyridine system aliphatic secondary alcohols are preferentially oxidized over aliphatic primary alcohols. In addition, two very convenient and high yielding procedures for the preparation of iodoarene dichlorides from iodoarenes have been developed. One employs solid sodium chlorite as a chlorinating agent in dilute hydrochloric acid solution; the other uses sodium hypochlorite as a chlorinating agent still in hydrochloric acid solution, which is more robust than the sodium chlorite system. Typically, the preparation of iodobenzene dichloride from iodobenzene was performed in five minutes using the sodium hypochlorite/hydrochloric acid system. Georg Thieme Verlag Stuttgart.
Novel oxidative, liquid-phase chlorination procedures for the preparation of (dichloroiodo)arenes from iodoarenes
Obeid,Skulski
, p. 1609 - 1615 (2007/10/03)
One improved and eight novel oxidative, liquid-phase chlorination procedures for the preparation of (dichloroiodo)arenes, ArICl2, from iodoarenes, ArI, are presented. KMnO4, activated MnO2, KCIO3, NaIO4/su
Liquid-phase and biphasic chlorination of some iodoarenes to form (dichloroiodo)arenes with sodium peroxodisulfate as the oxidant
Baranowski,Plachta,Skulski,Klimaszewska
, p. 435 - 437 (2007/10/03)
Liquid-phase and biphasic (CCl4/concd hydrochloric acid) chlorination of some iodoarenes to form the corresponding (dichloroiodo)arenes, prepared in 60-100% crude yields, are reported; dichlorine is produced as follows: Na2S2OP8 + 2 HCl (conc. aq.) → Cl2 + 2 NaHSO4.
Oxidative chlorination of various lodoarenes to (dichloroiodo)arenes with chromium(vi) oxide as the oxidant j
Kazmierczak, Pawet,Skulski, Lech,Obeid, Nicolas
, p. 64 - 65 (2007/10/03)
Chromium(vi) oxide dissolved in a mixture of acetic acid with concentrated hydrochloric acid converts, at or near room temperature, iodoarenes to (dichloroiodo)arenes, in a very simple and efficient procedure.
Biphasic chlorination of iodoarenes to (dichloroiodo)arenes
Krassowska-?wiebocka, Barbara,Prokopienko, Grazyna,Skulski, Lech
, p. 1409 - 1410 (2007/10/03)
A two-phase (CCl4/conc. hydrochloric acid) chlorination of some iodoarenes to the corresponding (dichloroiodo)arenes, prepared in 50-98% crude yields, is reported. Dichlorine is produced in the aqueous phase as follows: KClO3 (solid) + 6 HCl (conc. aq.) → ↑3Cl2 + KCl + 3H2O.
