7116-51-0Relevant academic research and scientific papers
HYDANTOIN DERIVATIVES FOR THE TREATMENT OF INFLAMMATORY DISORDERS
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Page/Page column 150-151, (2008/06/13)
This invention relates to compounds of the Formula: (I); or a pharmaceutically acceptable salt, solvate or isomer thereof, which can be useful for the treatment of diseases or conditions mediated by MMPs, ADAMs, TACE, aggrecanase, TNF-α or combinations thereof.
Aromatic Spiranes, XXIII [1]: Synthesis of Unsymmetrically Substituted Dimethyl-2,2′-Spirobiindan-1,1′-dionen
Neudeck
, p. 417 - 434 (2007/10/03)
Both spirodiketones 7 and 8 were obtained as a mixture (56:44) by treatment of dicarbonic acid 5 with polyphosphoric acid (PPA). 5 was accessible from dimethylester 3, synthesized by retro-Claisen reaction between 1 and 2. In the same way, 30 was obtained via 27. The preparation of the pure spiro compounds 7 and 8, resp., was achieved by aldol reaction between 9 and 10 or 9 and 16, resp. Short treatment of the resulting compounds 11 and 17 with diazomethane yielded the methylbenzoates 12 and 18. Prolonged reaction (several hours) gave the pyrazole compounds 14 and 19, resp., which were also obtained (several days) from phthalides 14 and 20. The latter were formed from the benzylidene compounds 11 and 17, resp., by heating. 11 and 17 (after hydrogenation to 15a and 21a) were cyclized either with PPA or thermically to the spiro compounds 7 and 8. The main product 20 was cyclized thermically to 8 after reduction with zinc to a mixture of 21a and 8 (20:75).
The Photochemistry of Methoxy-Substituted Benzyl Acetates and Benzyl Pivalates: Homolytic vs Heterolytic Cleavage
Pincock, J. A.,Wedge, P. J.
, p. 5587 - 5595 (2007/10/02)
The multiple methoxy-substituted benzyl acetates (3g-i) and benzyl pivalates (4g-i) have been photolyzed in methanol solution.The products of these reactions are derived from two critical intermediates; the benzyl radical/acyloxy radical pair and the benzyl cation/carboxylate anion pair.As predicted by the meta effect, the yield of ion-derived product, the methyl ether in this case, was enhanced by the presence of the m-methoxy groups.The yield of ether, for the acetate esters, varied from 2percent for the 4-methoxy-substituted ester to 66percent for the 3,4,5-trimethoxy-substituted ester.In contrast, the yield of ether, for the pivalate esters, varied from 1percent for the 4-methoxy-substituted ester to 20percent for the 3,4,5-trimethoxy-substituted one.The meta effect does not explain these differences; electron transfer converting the radical pair to the ion pair is still an important pathway in the mechanism for ion formation.A quantitative analysis of the yield of the ethers was done in order to obtain the electron-transfer rate constants.This analysis revealed that the yield of the ethers was higher than expected based on previous results for other substituted benzyl acetates.A possible explanation for this discrepancy is that internal return of the radical pair to starting material for the acetate esters is more efficient than for the pivalate esters.Also, the esters 3k and 3l, were prepared to study the effect of electron-withdrawing groups in the meta position.For these esters, the benzylic cleavage reactions were inefficient and an isomerization reaction, the benzvalene rearrangement, was competitive.
A convenient synthesis of methyl- and isopropyl-benzyl ethers using silver(II) oxide as reagent
Ortiz,Walls,Yuste,Barrios,Sanchez-Obregon,Pinelo
, p. 749 - 756 (2007/10/02)
Substituted bromomethyl- and chloromethylbenzenes and bis(bromomethyl) benzenes were directly converted, in high yields, to the corresponding methyl- and isopropyl-benzyl ethers by treatment with silver(II) oxide in methanol or isopropanol.
Anodic Oxidation of Xylenes. Electrochemical Obtention of Cyclohexa-1,4-diene Derivatives
Barba, Isidoro,Alonso, Francisco,Florencio, Feliciana
, p. 4365 - 4367 (2007/10/02)
cis- and trans-3,6-dimethoxy-3,6-dimethylcyclohexa-1,4-dienes obtained by methoxylation of p-xylene were completely separated.The unequivocal structure of the trans isomer was assigned by X-ray diffraction, and the cis:trans ratio is satisfactorily explained by an EECrCp mechanism.When the substrates were p- and o-xylene, the nuclear-addition products were obtained in a two-electron process, but when the substrate was m-xylene, the major muclear-addition product was obtained in a four-electron process.
A NOVEL METHOXYMETHYLATION OF ARYL BROMIDE BY METHOXYMETHYLTRIBUTYLTIN IN THE PRESENCE OF PALLADIUM COMPLEX
Kosugi, Masanori,Sumiya, Takashi,Ogata, Toshimi,Sano, Hiroshi,Migita, Toshihiko
, p. 1225 - 1226 (2007/10/02)
The reaction of aryl bromides with methoxymethyltributyltin in the presence of a catalytic amount of dichlorobis(triphenylphosphine)palladium was found to give arylmethyl methyl ether.The reaction is a novel aromatic methoxymethylation.
