33712-34-4Relevant academic research and scientific papers
DEUTERATED MK2 PATHWAY INHIBITORS AND METHODS OF USING THE SAME
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Paragraph 0310, (2021/02/05)
The present disclosure provides deuterated pyridinone-pyridinyl compounds and compositions useful in the treatment of p38 MAP Kinase mediated having the structures of Formula (I); wherein the A, B, and R groups are as defined in the detailed description. Methods of inhibition of p38 MAP Kinase activity in a human or animal subject are also provided.
Transition-Metal-Free Deacylative Cleavage of Unstrained C(sp3)-C(sp2) Bonds: Cyanide-Free Access to Aryl and Aliphatic Nitriles from Ketones and Aldehydes
Ge, Jing-Jie,Yao, Chuan-Zhi,Wang, Mei-Mei,Zheng, Hong-Xing,Kang, Yan-Biao,Li, Yadong
supporting information, p. 228 - 231 (2016/02/03)
A transition-metal-free deacylative C(sp3)-C(sp2) bond cleavage for the synthetically practical oxidative amination of ketones and aldehydes to nitriles is first described, using cheap and commercially abundant NaNO2 as the oxidant and the nitrogen source. Various nitriles bearing aryl, heteroaryl, alkyl, and alkenyl groups could be smoothly obtained from ketones and aldehydes in high yields, avoiding highly toxic cyanides or transition metals.
Discovery of a metalloenzyme-like cooperative catalytic system of metal nanoclusters and catechol derivatives for the aerobic oxidation of amines
Yuan, Hao,Yoo, Woo-Jin,Miyamura, Hiroyuki,Kobayashi, Shu
supporting information, p. 13970 - 13973 (2012/10/29)
We have discovered a new class of cooperative catalytic system, consisting of heterogeneous polymer-immobilized bimetallic Pt/Ir alloyed nanoclusters (NCs) and 4-tert-butylcatechol, for the aerobic oxidation of amines to imines under ambient conditions. After optimization, the desired imines were obtained in good to excellent yields with broad substrate scope. The reaction rate was determined to be first-order with respect to the substrate and catechol and zero-order for the alloyed Pt/Ir NC catalyst. Control studies revealed that both the heterogeneous NC catalyst and 4-tert-butylcatechol are essential and act cooperatively to facilitate the aerobic oxidation under mild conditions.
Ene Reaction of Arylallyl Alkenes with C60. A Mechanistic Approach
Chronakis, Nikos,Orfanopoulos, Michael
, p. 1909 - 1912 (2008/02/11)
(Matrix Presented) The ene reaction of arylallyl alkenes with C60 occurs either by a concerted mechanism or by the reversible formation of a charged or a dipolar intermediate, followed by the C-H(D) breakage in a rate-limiting step.
SET and exciplex pathways in the photochemical reactions between aromatic ketones and benzylsilane and stannane derivatives
Cermenati, Laura,Freccero, Mauro,Venturello, Paolo,Albini, Angelo
, p. 7869 - 7876 (2007/10/02)
The photochemical reaction of α,α,α-trifluoroacetophenone (TFA), benzophenone, and p-cyanoacetophenone with benzyltrimethylsilane in MeCN involves hydrogen transfer from the benzylic position. Desilylation occurs as a minor process only in the case of TFA (but it increases greatly in the presence of MeOH or LiClCO4). The final products result from the statistical recombination of the benzyl and ketyl radicals. Further cases of intramolecular selectivity studied are p-methylbenzyl- and p-methoxybenzyltrimethylsilane (the latter substrate undergoes mainly C-Si bond cleavage in the reaction with TFA) as well as benzyltributylstannane (only destannylation observed with all ketones). Product studies are complemented by the determination of relevant kinetic parameters through steadystate and flash-photolysis experiments. The results are explained in terms of hydrogen transfer proceeding from an exciplex and desilylation from the solvent separated radial ion pair. The latter species predominates when ΔGet -1.
UNUSUAL DOWNFIELD DEUTERIUM ISOTOPE SHIFT EFFECT ON THE 31P CHEMICAL SHIFTS OF DIALKYL BENZYLPHOSPHONATES
Lee, Sueg-Geun,Bentrude, Wesley G.
, p. 219 - 222 (2007/10/02)
A surprising linear downfield effect on the 31P chemical shift of a benzylphosphonate of deuterium substitution on the bezyl carbon has been noted.Its potential usefulness in mechanistic studies is suggested.
Pyrolysis of Sulfoxide Bearing Electron-Withdrawing Substituents on β-Position in S-Ethyl Group of Ethyl Phenyl Sulfoxide
Yoshimura, Toshiaki,Yoshizawa, Masaki,Tsukurimichi, Eiichi
, p. 2491 - 2496 (2007/10/02)
In order to obtain information concerning the reaction mechanism of the pyrolysis of a sulfoxide bearing an electron-withdrawing substituent on the β-position in the S-ethyl group of ethyl phenyl sulfoxide, 2-(substituted phenyl)ethyl aryl sulfoxides (1) and 2-cyanoethyl (substituted phenyl)sulfoxides (2) were pyrolyzed.The rate-enhancing effect of the β-phenyl group of 1 was small.The activation enthalpy and entropy of 1 were found to be 110 kJ mol-1 and -45 JK-1mol-1, respectively.Hammett plots for 1 gave positive trends for the substituents, both on the β-phenyl group (ρ=0.76) and on the S-phenyl group (ρ=0.32), though the ρ-value of the latter was about half of the former.On the other hand, the Hammett plot for 2 did not give a straight line, but a concave curve in which a series of substituents from the p-OCH3 to p-Cl groups gave a negative trend (ρ=-0.49), while the p-NO2 group afforded a positive trend.The pyrolytic rate of 2 was found to be about 23-times faster than that of 1 at 100 deg C.The kinetic isotope effect for β-position hydrogen in the β-phenylethyl group of 1 was considerably large (kH/kD=4.3).From the obtained results, it was suggested that the pyrolysis of 1 and 2 proceeds via a nearly carbanion-like mechanism in a five-membered cyclic transition state.
N-NITRENES. II. INVESTIGATION OF THE MECHANISM OF DISSOCIATION OF DIBENZYLAMINONITRENE BY CHEMICALLY INDUCED POLARIZATION OF 1H NUCLEI. THE SPIN STATE OF DIBENZYLAMINONITRENE
Savin, V. I.
, p. 15 - 25 (2007/10/02)
The mechanism of the dissociation of dibenzylaminonitrene and p-bromodibenzylaminonitrene into molecular nitrogen and hydrocarbon products was studied.Dibenzylaminonitrene forms dibenzyl and o- and p-benzyltoluenes.In the presence of thiophenol significant amounts of toluene are formed.During dissociation p-bromodibenzylaminonitrene gives a mixture of symmetrical and unsymmetrical dibenzyls.In the presence of octanethiol only unsymmetrical p-bromodibenzyl is formed.The dissociation of dibenzylaminonitrene takes place by synchronous cleavage of the two C-N bonds and the formation of a pair of benzyl radicals.Dibenzylaminonitrene dissociates from the singlet electronic state.
Primary and Secondary Kinetic Deuterium Isotope Effects and Transition-State Structures for Benzylic Chlorination and Bromination of Toluene
Hanzlik, Robert P.,Schaefer, Angela R.,Moon, Joseph B.,Judson, Charles M.
, p. 4926 - 4930 (2007/10/02)
As a chemical model for benzylic hydroxylations effected by cytochrome P-450 enzymes, the chlorination of PhCH3, PhCH2D, PhCHD2, and PhCD3 in a two-phase system of hypochlorite/CH2Cl2 with a phase-transfer catalyst has been investigated.On the basis of th
