527-72-0Relevant articles and documents
LIQUID-PHASE CATALYTIC OXIDATION OF 2-METHOXYMETHYLTHIOPHENE
Leichenko, A. A.,Schedrinskaya, T. V.,Volkov, M. N.
, p. 714 - 718 (1980)
The oxidation of 2-methoxymethylthiophene with molecular oxygen in the presence of a cobalt bromide catalyst in the kinetic region at 65-100 deg C was investigated.It is shown that the principal products are 2-formylthiophene and methylthiophene-2-carboxylate in a ratio of 1:2.The composition of the products does not depend on the oxidation temperature and changes as the starting concentration of 2-methoxymethylthiophene and the amount of cobalt bromide catalyst are changed.
CLEAVAGE DIRECTION OF C-O BOND IN ANION RADICALS OF METHYL ESTERS OF AROMATIC ACIDS IN APROTIC SOLVENTS
Gul'tai, V. P.,Rubinskaya, T. Ya.,Korotaeva, L. M.
, p. 1499 - 1500 (1982)
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Photochemistry of diketones: Observation of a triplet state-oxygen adduct
Cosa, Gonzalo,Scaiano, Juan C.
, p. 8636 - 8637 (2004)
The presence of triplet state-oxygen adducts (a species previously proposed but never observed in a direct manner) is readily observed following laser flash photolysis studies of 2,2′-thenil. We report on the kinetic and spectroscopic parameters characteristic of this transient adduct. Copyright
Palladium-promoted One-step Carboxylation of Aromatic Compounds with Carbon Monoxide
Fujiwara, Yuzo,Kawauchi, Tomio,Taniguchi, Hiroshi
, p. 220 - 221 (1980)
The one-step carboxylation of aromatic compounds such as benzene, toluene, anisole, chlorobenzene, furan, and thiophen has been carried out using carbon monoxide and palladium acetate; the reaction does not require oxygen and is electrophilic.
Transformation of Thioacids into Carboxylic Acids via a Visible-Light-Promoted Atomic Substitution Process
Fu, Qiang,Liang, Fu-Shun,Lou, Da-Wei,Pan, Gao-Feng,Wang, Rui,Wu, Min,Xie, Kai-Jun
supporting information, p. 2020 - 2024 (2022/03/31)
A visible-light-promoted atomic substitution reaction for transforming thiocacids into carboxylic acids with dimethyl sulfoxide (DMSO) as the oxygen source has been developed, affording various alkyl and aryl carboxylic acids in over 90% yields. The atomic substitution process proceeds smoothly through the photochemical reactivity of the formed hydrogen-bonding adduct between thioacids and DMSO. A DMSO-involved proton-coupled electron transfer (PCET) and the simultaneous generation of thiyl and hydroxyl radicals are proposed to be key steps for realizing the transformation.
Gram-scale synthesis of carboxylic acids via catalytic acceptorless dehydrogenative coupling of alcohols and hydroxides at an ultralow Ru loading
Chen, Cheng,Cheng, Hua,Verpoort, Francis,Wang, Zhi-Qin,Wu, Zhe,Yuan, Ye,Zheng, Zhong-Hui
, (2021/12/13)
Acceptorless dehydrogenative coupling (ADC) of alcohols and water/hydroxides is an emergent and graceful approach to produce carboxylic acids. Therefore, it is of high demand to develop active and practical catalysts/catalytic systems for this attractive transformation. Herein, we designed and fabricated a series of cyclometallated N-heterocyclic carbene-Ru (NHC-Ru) complexes via ligand tuning of [Ru-1], the superior complex in our previous work. Gratifyingly, gram-scale synthesis of carboxylic acids was efficiently enabled at an ultralow Ru loading (62.5 ppm) in open air. Moreover, effects of distinct ancillary NHC ligands and other parameters on this catalytic process were thoroughly studied, while further systematic studies were carried out to provide rationales for the activity trend of [Ru-1]-[Ru-7]. Finally, determination of quantitative green metrics illustrated that the present work exhibited superiority over representative literature reports. Hopefully, this study could provide valuable input for researchers who are engaging in metal-catalyzed ADC reactions.
An efficient chromium(iii)-catalyzed aerobic oxidation of methylarenes in water for the green preparation of corresponding acids
Jiang, Feng,Liu, Shanshan,Wei, Yongge,Yan, Likai,Yu, Han,Zhao, Wenshu
supporting information, p. 12413 - 12418 (2021/09/28)
A highly efficient method to oxidize methylarenes to their corresponding acids with a reusable Cr catalyst was developed. The reaction can be carried out in water with 1 atm oxygen and K2S2O8as cooxidants, proceeds under green and mild conditions, and is suitable for the oxidation of both electron-deficient and electron-rich methylarenes, including heteroaryl methylarenes, even at the gram level. The excellent result, together with its simplicity of operation and the ability to continuously reuse the catalyst, makes this new methodology environmentally benign and cost-effective. The generality of this methodology gives it the potential for use on an industrial scale. Differing from the accepted oxidation mechanism of toluene, GC-MS studies and DFT calculations have revealed that the key benzyl alcohol intermediate is formed under the synergetic effect of the chromium and molybdenum in the Cr catalyst, which can be further oxidized to afford benzaldehyde and finally benzoic acid.