2695-79-6Relevant academic research and scientific papers
Microwave-assisted heterogeneous benzil-benzilic acid rearrangement
Yu, Hui-Ming,Chen, Same-Ting,Tseng, Min-Jen,Chen, Shui-Tein,Wang, Kung-Tsung
, p. 62 - 63 (1999)
A new procedure for carrying out the benzil-benzilic acid rearrangement in the solid state has been developed which provides a new route to synthesize the pharmacologically interesting anticonvulsant dilantin.
Ionic liquid/potassium hydroxide catalyzed solvent-free, one-pot synthesis of diarylglycolic acids from aromatic aldehydes under microwave
Singh, Neetu,Singh, Satish Kumar,Khanna,Singh, Krishna Nand
experimental part, p. 2419 - 2422 (2011/05/09)
Ionic liquid in conjugation with KOH brings about an efficient, one-pot, green synthesis of α,α-diarylglycolic acids in reasonably high yields from aromatic aldehydes under solvent-free condition using conventional heating as well as microwave irradiation.
QUINUCLIDINE DERIVATIVES AND THEIR USE AS MUSCARINIC M3 RECEPTOR ANTAGONISTS
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Page/Page column 18, (2008/06/13)
Compounds of Formula (I) ; in salt or zwitterionic form wherein R 1, R2, R3 and R4 have the meanings as indicated in the specification, are useful for treating conditions that are mediated by the muscarinic M3 receptor, especially inflammatory or obstructive airways diseases. Pharmaceutical compositions that contain the compounds and a process for preparing the compounds are also described.
Direct Observation of Ultrafast Decarboxylation of Acyloxy Radicals via Photoinduced Electron Transfer in Carboxylate Ion Pairs
Bockman, T. Michael,Hubig, Stephan M.,Kochi, Jay K.
, p. 2210 - 2221 (2007/10/03)
Charge-transfer (CT) photoactivation of the electron donor-acceptor salts of methylviologen (MV2+) with carboxylate donors (RCO2-) including benzilates [Ar2C(OH)CO2-] and arylacetates (ArCH2CO2-) leads to transient [MV.+, RCO2.] radical pairs. Femtosecond time-resolved spectroscopy reveals that the photogenerated acyloxy radicals (RCO2.) rapidly lose carbon dioxide by C-CO2 bond cleavage, in competition with back-electron transfer to restore the original ion pair, [MV2+, RCO2-]. The decarboxylation rate constants for ArCH2CO2. lie in the range (1-2) × 109 s-1, in agreement with previous reports. In striking contrast, the C-CO2 bond scission in Ar2C(OH)CO2. occurs within a few picoseconds (kCC = (2-8) × 1011 s-1). The rate constants for decarboxylation of these donors approach those of barrier-free unimolecular reactions. Thus, real-time monitoring of the decarboxylation of benziloxy radicals represents the means for the direct observation of the transition state for C-C bond scission.
Ethylene Dications Substituted with Electron-Donating Groups
Ohwada, Tomohiko,Shudo, Koichi
, p. 5227 - 5237 (2007/10/02)
Direct spectroscopic observations were made of substituted ethylene dications bearing ?-stabilizing groups such as an aryl, a hydroxy, or a methoxy group in a strong acid, trifluoromethanesulfonic acid (TFSA).Based on the spectroscopic evidence, we reached the following conclusions. (1) 1,1-Diaryl-2-hydroxy-2-methoxyethylene dications, 1,1-diaryl-2,2-dihydroxyethylene dications, and 1,1,2-triaryl-2-hydroxyethylene dications are discrete intermediates in the electrocyclization reaction to yield the fluorene and phenanthrol in TFSA. (2) Several dications bearing methoxy substituents on the aromatic rings are formed in trifluoroacetic acid (TFA). (3) NMR spectra suggested the nonplanar structures of O-protonated α-carbonyl diarylmethyl dications at the central C-C bond. (4) 1,2-Diaryl-1,2-dihydroxyethylene dications and 1-aryl-1,2,2-trihydroxyethylene dications are very stable.Ab initio MO calculations showed that 1,2-dihydroxyethylene dications are more stable than 1,1-dihydroxyethylene dications.
Syntheses of Benzilic Acids through Electrochemical Reductive Carboxylation of Benzophenones in the Presence of Carbon Dioxide
Ikeda, Yoshikazu,Manda, Eiichiro
, p. 1723 - 1726 (2007/10/02)
Reaction conditions for the electrochemical synthesis of benzilic acid (2a) under the atmosphere of carbon dioxide was investigated from the preparative points of view.The highest yield of 2a (86percent) was obtained under the following conditions; cathode: mercury, electricity passed: 2.3 F/mol, constant current density: 2.5 mA/cm2, benzophenone (1a) (8.2*10-3 mol), electrolyte(KI, 1.7*10-2 mol) in DNF (50 ml).This method and conditions were applied to the syntheses of twelve benzilic acids (2b-2m) and yielded acids in the range of 10-92percent.The yields were strongly depended on the electronic effect of substituents and benzilic acids were not obtained when the ring substituent was NO2, OH, or Br group.
