Junttila, Mikko H.’s team published research in Journal of Organic Chemistry in 2007-04-13 | CAS: 92093-23-7

Journal of Organic Chemistry published new progress about Acid catalysis. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Safety of 1-(4-Bromophenyl)ethane-1,2-diol.

Junttila, Mikko H. published the artcileOn the Hydrolysis Step in Osmium Catalyzed Asymmetric Dihydroxylations, Safety of 1-(4-Bromophenyl)ethane-1,2-diol, the main research area is hydrolysis osmium catalysis asym dihydroxylation.

In order to obtain information about the most important features that affect the efficiency of osmium catalyzed asym. dihydroxylation, a series of substituted styrenes have been studied by using a Hammett type approach as well as solvent kinetic isotope effects. A concave shaped Hammett plot with a min. at X = H revealed a change in the mechanism going from electron-donating to electron-withdrawing substituents for both NaClO2 and K3[Fe(CN)6] asym. dihydroxylations. The Hammett plot together with solvent isotope effect results indicates that osmium (mono)glycolates of styrenes with electron-withdrawing substituents are hydrolyzed by a stepwise attack of the nucleophile to the electrophilic osmium-center and subsequent protonation of the alk. intermediate. Osmium (mono)glycolates in dihydroxylation, using NaClO2 as the stoichiometric oxidant of styrenes with electron-donating substituents, are hydrolyzed by specific acid catalysis. The rate-limiting step is an A1 type process. Differences in the ρ values in the Hammett plots for NaClO2 and K3[Fe(CN)6] asym. dihydroxylations indicate that in dihydroxylations with NaClO2 as the secondary oxidant, the reactive osmium(VI) mono(glycolate) is oxidized to osmium(VIII) mono(glycolate) prior to hydrolysis. The reaction rate was found to have an effect on the enantioselectivity in asym. dihydroxylation. If the hydrolysis step is slow enough, a competitive bis(glycolation) deteriorates the enantioselectivity in K3[Fe(CN)6] asym. dihydroxylations and even more so in NaClO2 asym. dihydroxylations.

Journal of Organic Chemistry published new progress about Acid catalysis. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Safety of 1-(4-Bromophenyl)ethane-1,2-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yang, Bo’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2017 | CAS: 92093-23-7

Chemical Communications (Cambridge, United Kingdom) published new progress about Dihydroxylation. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Category: alcohols-buliding-blocks.

Yang, Bo published the artcileVisible light-promoted dihydroxylation of styrenes with water and dioxygen, Category: alcohols-buliding-blocks, the main research area is visible light promoted dihydroxylation styrene water dioxygen; vicinal alc preparation.

An efficient visible light promoted metal-free dihydroxylation of styrenes with water and dioxygen was developed for the construction of vicinal alcs. The protocol was operationally simple with a broad substrate scope. The mechanistic studies demonstrated that one of the hydroxyl groups came from water and the other one came from mol. oxygen. Addnl., the β-alkyoxy alcs. could also be obtained using a similar strategy.

Chemical Communications (Cambridge, United Kingdom) published new progress about Dihydroxylation. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Prathima, P. Sai’s team published research in Tetrahedron Letters in 2010-11-03 | CAS: 92093-23-7

Tetrahedron Letters published new progress about Acylation. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Quality Control of 92093-23-7.

Prathima, P. Sai published the artcileCuI/L-proline-catalyzed selective one-step mono-acylation of styrenes and stilbenes, Quality Control of 92093-23-7, the main research area is monoacylated diol preparation copper proline catalyst; styrene stilbene vicinal dioxygenation copper proline catalyst.

Vicinal di-oxygenation of styrene-type olefins was achieved with cheaper, less toxic CuI in the presence of L-proline as ligand and NaIO4 as the oxidant. This approach provides a straightforward and efficient access to mono-acylated diols from both styrene and stilbene derivatives with good to excellent yields and diastereoselectivity.

Tetrahedron Letters published new progress about Acylation. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Quality Control of 92093-23-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Prathima, P. Sai’s team published research in Tetrahedron Letters in 2010-11-03 | CAS: 92093-23-7

Tetrahedron Letters published new progress about Acylation. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Quality Control of 92093-23-7.

Prathima, P. Sai published the artcileCuI/L-proline-catalyzed selective one-step mono-acylation of styrenes and stilbenes, Quality Control of 92093-23-7, the main research area is monoacylated diol preparation copper proline catalyst; styrene stilbene vicinal dioxygenation copper proline catalyst.

Vicinal di-oxygenation of styrene-type olefins was achieved with cheaper, less toxic CuI in the presence of L-proline as ligand and NaIO4 as the oxidant. This approach provides a straightforward and efficient access to mono-acylated diols from both styrene and stilbene derivatives with good to excellent yields and diastereoselectivity.

Tetrahedron Letters published new progress about Acylation. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Quality Control of 92093-23-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Barlow, Thomas’s team published research in Chemical Research in Toxicology in 1998-01-31 | CAS: 92093-23-7

Chemical Research in Toxicology published new progress about Aralkylation. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Formula: C8H9BrO2.

Barlow, Thomas published the artcileAralkylation of Guanosine with p-Substituted Styrene Oxides, Formula: C8H9BrO2, the main research area is aralkylation guanosine styrene oxide.

To probe mechanisms of nucleoside aralkylation, product distributions and product stereochemistries were determined in reactions of optically active p-methyl- and p-bromo-styrene oxide with guanosine. The proportion of 7-, N2- and O6-substituted guanosine products was 0.32:0.62:0.06 in neutral, aqueous reactions of the (R) p-methylstyrene oxide and 0.85:0.09:0.04 in reactions with the (R) p-bromostyrene oxide. The exocyclic positions opened The epoxide at the α-carbon. Epoxide ring-opening by the nitrogen at the 7-position showed little preference for the α- or β-carbons in reactions with p-methylstyrene oxide. However, the p-bromostyrene oxide favored reaction at the β-carbon almost 4-fold over reaction at the α-carbon. Almost total inversion of stereochem. was found to occur in reactions at the 7-position. In contrast, the ratio of inversion to retention of configuration in N- and O-substituted products was 2:1 and 1:1 for reactions with the p-methylstyrene oxide and 6:1 and 3:1 for reactions with p-bromostyrene oxide, resp. These experiments suggest that an SN2 mechanism is in effect with reactions at the 7-position, whereas substrates of an increasingly ionic nature are involved in reactions at the N2- and O6- positions, resp.

Chemical Research in Toxicology published new progress about Aralkylation. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Formula: C8H9BrO2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Fuse, Shinichiro’s team published research in European Journal of Medicinal Chemistry in 2013-08-31 | CAS: 92093-23-7

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Application In Synthesis of 92093-23-7.

Fuse, Shinichiro published the artcileDesign and synthesis of 2-phenyl-1,4-dioxa-spiro[4.5]deca-6,9-dien-8-ones as potential anticancer agents starting from cytotoxic spiromamakone A, Application In Synthesis of 92093-23-7, the main research area is aryldioxaspirodecadienone spiromamakone A analog preparation antitumor activity; Anticancer agent; IXNMJGORXMJZOQ-KGLIPLIRSA-N; Spiroacetal; Spirocycle; Spiromamakone A; Spiropreussione B.

The spirocycle is a key structure found in many bioactive compounds From the cytotoxic and spirocyclic natural product, spiromamakone A (I) and its analogs, a more synthetically accessible spiroacetal template was designed based on structural similarity anal. A total of 50 compounds were rapidly synthesized in only one or two synthetic steps from the starting compound, and their cytotoxicity was evaluated. As a result, (±)-(2R*,5R*)-2-(4-iodophenyl)-7-chloro-1,4-dioxa-spiro[4.5]deca-6,9-dien-8-one (II) was discovered and found to be fifteen-fold more cytotoxic than I. The easily accessible spiroacetal II appeared to act in a manner similar to the highly oxidized natural product, spiromamakone A (I).

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Application In Synthesis of 92093-23-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Morris, Danny S.’s team published research in Catalysis Science & Technology in 2017 | CAS: 92093-23-7

Catalysis Science & Technology published new progress about Activation energy. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Name: 1-(4-Bromophenyl)ethane-1,2-diol.

Morris, Danny S. published the artcileDeoxydehydration of vicinal diols and polyols catalyzed by pyridinium perrhenate salts, Name: 1-(4-Bromophenyl)ethane-1,2-diol, the main research area is vicinal diol polyol pyridinium perrhenate deoxydehydration catalyst; alkene preparation.

Simple ammonium and pyridinium perrhenate salts were evaluated as catalysts for the deoxydehydration (DODH) of diols into alkenes. Pyridinium perrhenates were found to be effective catalysts at much lower temperatures than those in previous reports, outperforming primary, secondary, and tertiary ammonium salts, while quaternary ammonium salts are effectively inactive. The mechanism of reaction was studied computationally using DFT calculations which indicate that proton shuttling between the ion pair is intrinsic to the mechanism and that the reduction of rhenium by the phosphine occurs before the diol condensation.

Catalysis Science & Technology published new progress about Activation energy. 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Name: 1-(4-Bromophenyl)ethane-1,2-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yin, Fucheng’s team published research in Organic Letters in 2022-09-16 | CAS: 92093-23-7

Organic Letters published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Recommanded Product: 1-(4-Bromophenyl)ethane-1,2-diol.

Yin, Fucheng published the artcileAryl Halides as Halogenation Reagents in the Bromination and Iodination of Arene-Tethered Diols, Recommanded Product: 1-(4-Bromophenyl)ethane-1,2-diol, the main research area is dioxolanyl halide preparation green chem; arene tether diol aryl halide halogenation palladium catalyst.

The demonstrate usage of aryl bromides (Me 2-bromobenzoate) and aryl iodides (such as 1-iodo-2-nitrobenzene, Me 2-iodobenzoate, 2-iodo-benzenesulfinic acid, etc.) in C-Br or C-I bond formation were described. Me 2-bromobenzoate and 2-nitrophenyl iodides were developed as mild and effective bromination and iodination reagents for functionalization of arene-tethered diols I (R = Ph, naphthalen-2-yl, 3,4-dichlorophenyl, etc.). This efficient cascaded catalysis can be applied to the total syntheses of natural product Mafaicheenamine A and Claulamine A.

Organic Letters published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Recommanded Product: 1-(4-Bromophenyl)ethane-1,2-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Gao, Xiaofang’s team published research in Journal of Organic Chemistry in 2021-11-05 | CAS: 92093-23-7

Journal of Organic Chemistry published new progress about Aryl alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Application of 1-(4-Bromophenyl)ethane-1,2-diol.

Gao, Xiaofang published the artcileIodine-Initiated Dioxygenation of Aryl Alkenes Using tert-Butylhydroperoxides and Water: A Route to Vicinal Diols and Bisperoxides, Application of 1-(4-Bromophenyl)ethane-1,2-diol, the main research area is vicinal diol green preparation; aryl alkene dioxygenation iodine catalyst; bisperoxide green preparation; alkene aryl dioxygenation iodine catalyst.

An environment-friendly and efficient dioxygenation of aryl alkenes for the construction of vicinal diols ArCH(OH)CH(OH)R [Ar = Ph, 2-MeC6H4, 4-MeC6H4, etc.; R = H, Br, Me, etc.] was developed in water with iodine as the catalyst and tert-butylhydroperoxides (TBHPs) as the oxidant. The protocol was efficient, sustainable, and operationally simple. Detailed mechanistic studies indicated that one of the hydroxyl groups was derived from water and the other one was derived from TBHP. Addnl., the bisperoxides ArCH(OOtBu)CH(OOtBu)R [Ar = Ph, 4-MeC6H4, 3-FC6H4, etc.] could be obtained in good yields with iodine as the catalyst, Na2CO3 as the additive, and propylene carbonate as the solvent, instead.

Journal of Organic Chemistry published new progress about Aryl alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, Application of 1-(4-Bromophenyl)ethane-1,2-diol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Bag, Raghunath’s team published research in ChemistrySelect in 2018 | CAS: 92093-23-7

ChemistrySelect published new progress about Aryl alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, SDS of cas: 92093-23-7.

Bag, Raghunath published the artcileK2S2O8-Mediated Dioxygenation of Aryl Alkenes Using N-Hydroxylamines and Air, SDS of cas: 92093-23-7, the main research area is diol preparation; aryl alkene hydroxylamine dioxygenation potassium persulfate air.

The vicinal dioxygenation of aryl alkenes is reported using N-hydroxylamines and air in the presence of potassium persulfate (K2S2O8). The alkene is first oxidized to β-aminoxy alkyl hydroperoxide, which is in situ reduced to the diol e.g., I using molybdenum hexacarbonyl [Mo(CO)6] and base. Metal-free, aerobic conditions and the substrate scope are the important practical features.

ChemistrySelect published new progress about Aryl alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, SDS of cas: 92093-23-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts