6328-74-1Relevant academic research and scientific papers
Visible-Light-Driven External-Reductant-Free Cross-Electrophile Couplings of Tetraalkyl Ammonium Salts
Liao, Li-Li,Cao, Guang-Mei,Ye, Jian-Heng,Sun, Guo-Quan,Zhou, Wen-Jun,Gui, Yong-Yuan,Yan, Si-Shun,Shen, Guo,Yu, Da-Gang
, p. 17338 - 17342 (2019/01/04)
Cross-electrophile couplings between two electrophiles are powerful and economic methods to generate C-C bonds in the presence of stoichiometric external reductants. Herein, we report a novel strategy to realize the first external-reductant-free cross-electrophile coupling via visible-light photoredox catalysis. A variety of tetraalkyl ammonium salts, bearing primary, secondary, and tertiary C-N bonds, undergo selective couplings with aldehydes/ketone and CO2. Notably, the in situ generated byproduct, trimethylamine, is efficiently utilized as the electron donor. Moreover, this protocol exhibits mild reaction conditions, low catalyst loading, broad substrate scope, good functional group tolerance, and facile scalability. Mechanistic studies indicate that benzyl radicals and anions might be generated as the key intermediates via photocatalysis, providing a new direction for cross-electrophile couplings.
Ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2
Yan, Si-Shun,Zhu, Lei,Ye, Jian-Heng,Zhang, Zhen,Huang, He,Zeng, Huiying,Li, Chao-Jun,Lan, Yu,Yu, Da-Gang
, p. 4873 - 4878 (2018/06/07)
The first ruthenium-catalyzed umpolung carboxylation of hydrazones with CO2 to generate important aryl acetic acids is reported. Besides aldehyde hydrazones, a variety of ketone hydrazones, which have not been successfully applied in previous umpolung reactions with other reactive electrophiles, also show high reactivity and selectivity under mild conditions. Moreover, this operationally simple protocol features good functional group tolerance, is readily scalable, and offers easy derivation of important structures, including bioactive felbinac and adiphenine. Computational studies reveal that this umpolung reaction proceeds through the generation of a Ru-nitrenoid followed by concerted [4 + 2] cycloaddition with CO2.
Effect of deuterated solvents toward 2,2,2-trichloroethyl esters with a benzylic methylene moiety
Mineno, Tomoko,Hirayama, Haruyasu,Nakahara, Kazuhide,Yamashita, Mitsuaki,Kansui, Hisao,Moriwaki, Hiroshi
experimental part, p. 6045 - 6048 (2010/11/21)
The indium-promoted chemoselective deprotection of 2,2,2-trichloroethyl esters containing a benzylic methylene was successfully achieved by employing deuterated solvents.
Barbituric acid derivatives with antimetastatic and antitumor activity
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Page column 14, (2010/01/21)
The invention is directed to barbituric acid derivatives having inhibitory activity for matrix maetalloproteases comprised of formula (I): pharmaceutical compositions thereof, processes for preparing the derivatives, and methods for treating diseases associated with elevated or uncontrolled levels of matrix metalloprotease activity, e.g., cancer, specifically tumor progression and tumor metastasis, inflammation, or as a method of contraception.
Barbituric acid derivatives, processes for their production and pharmaceutical agents containing these compounds
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, (2008/06/13)
PCT No. PCT/EP96/05766 Sec. 371 Date Aug. 26, 1998 Sec. 102(e) Date Aug. 26, 1998 PCT Filed Dec. 20, 1996 PCT Pub. No. WO97/23465 PCT Pub. Date Jul. 3, 1997Compounds of formula I, useful as matrix metalloprotease inhibitors, wherein X, Y and Z are each oxygen; R1 is selected from the group consisting of (a) n-octyl, (b) n-decyl, (c) biphenyl and (d) (4-phenoxy)phenyl, wherein the terminal monocycle for moieties (c)-(d) is unsubstituted or substituted by a substituent selected from the group consisting of -NH2, -NO2, -SO2NH2, -SO2CH3, acetyl, hydroxy, methoxy, ethoxy, cyano and halogen; R2 and R3 are each hydrogen; and R4 and R5, together with the nitrogen atom to which they are bound, form a piperazinyl or piperidyl ring, wherein the piperazinyl ring is substituted in the 4-position with a substituent selected from the group consisting of (a) a 6-membered aromatic monocycle having 0, 1 or 2 nitrogen atoms and the remainder of the atoms in the monocycle being carbon and (b) hydroxy-C1-C6 alkyl, wherein the monocycle is unsubstituted or substituted by a substituent selected from the group consisting of halogen, -NH2, -NO2, -SO2NH2, -SO2CH3, acetyl and cyano.
Substituted 1,5-dihydro-4-(N-methylhydroxylamino)-2H-pyrrol-2-ones
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, (2008/06/13)
Novel cyclic vinylogous N-hydroxy-N-methylureas are useful in the treatment of leukotriene mediated conditions such as asthma and rheumatoid arthritis.
Oxidative Decarboxylation. On the Mechanism of the Potassium Persulfate Promoted Decarboxylation Reaction
Tanner, Dennis D.,Osman, Soad A. A.
, p. 4689 - 4693 (2007/10/02)
The competitive rates for the potassium persulfate promoted decarboxylation of a series of aliphatic and aromatic carboxylic acid salts were determined.The rates for the ring-substituted phenylacetic acids showed a linear free energy correlation, ρ = -0.44, with ?+ substituent constants.The aliphatic carboxylates, likewise, showed a structure-reactivity relationship; The carboxylates that produce the most stable radicals upon loss of carbon dioxide are decarboxylated at the fastest rate.No clear demarcation between the rates of decarboxylation of the aromatic and aliphatic carboxylates was found.The benzyl-substituted phenylacetic acids , both phenyl and methyl substituted, show only small increases in the rates of electron transfer from their anions, while ring substitution was more effective in increasing the rates.Electron transfer from the HOMO of the aromatic carboxylate is marginally easier than transfer from the aliphatic carboxylate anions that undergo concerted-electron-transfer fragmentation.
