6407-39-2Relevant academic research and scientific papers
Diethylsilane as a Powerful Reagent in Au Nanoparticle-Catalyzed Reductive Transformations
Louka, Anastasia,Kidonakis, Marios,Saridakis, Iakovos,Zantioti-Chatzouda, Elisavet-Maria,Stratakis, Manolis
, p. 3508 - 3514 (2020/06/02)
Diethylsilane (Et2SiH2), a simple and readily available dihydrosilane, that exhibits superior reactivity, as compared to monohydrosilanes, in a series of reductive transformations catalyzed by recyclable and reusable Au nanoparticles (1 mol-%) supported on TiO2. It reduces aldehydes or ketones almost instantaneously at ambient conditions. It can be used in a one pot rapid reductive amination procedure, in which premixing of aldehyde and amine is required prior to the addition of the reducing agent and the catalyst, even in a protic solvent. An unprecedented method for the synthesis of N-arylisoindolines is also shown in the reductive amination between o-phthalaldehyde and anilines. In this transformation, it is proposed that the intermediate N,2-diphenylisoindolin-1-imines are reduced stepwise to the isoindolines. Finally, Et2SiH2 readily reduces amides into amines in excellent yields and shorter reaction times relative to previously known analogous nano Au(0)-catalyzed protocols.
Selective CB2 agonists with anti-pruritic activity: Discovery of potent and orally available bicyclic 2-pyridones
Kusakabe, Ken-Ichi,Iso, Yasuyoshi,Tada, Yukio,Sakagami, Masahiro,Morioka, Yasuhide,Chomei, Nobuo,Shinonome, Satomi,Kawamoto, Keiko,Takenaka, Hideyuki,Yasui, Kiyoshi,Hamana, Hiroshi,Hanasaki, Kohji
, p. 3154 - 3163 (2013/06/27)
The CB2 receptor has emerged as a potential target for the treatment of pruritus as well as pain without CB1-mediated side effects. We previously identified 2-pyridone derivatives 1 and 2 as potent CB2 agonists; however, this series of compounds was found
Magnesium catalysis of imine hydroboration
Arrowsmith, Merle,Hill, Michael S.,Kociok-Koehn, Gabriele
supporting information, p. 2776 - 2783 (2013/03/14)
The β-diketiminato magnesium alkyl complex [LMgnBu] (L=CH{CMe(NDipp)}2, Dipp=diisopropylphenyl) is shown to be a highly effective precatalyst for the hydroboration of alkyl and aryl substituted aldimines and ketimines with pinacol borane (HBpin). Catalysis is proposed to occur through a sequence of Mg-N/B-H metathesis and rate-determining Mg-H/N=C insertion steps, a proposal strongly supported by stoichiometric studies and kinetic analysis. The reactions are observed to proceed through the intermediacy of well-defined magnesium amides, two examples of which have been isolated and structurally characterized. Mechanistic investigations suggest that the catalytic rate-determining process occurs at an isolated magnesium center and requires the presence of two molecules of the imine substrate for effective turnover. This latter observation is rationalized as a requirement for the secondary substrate molecule to displace HBpin from the coordination sphere of the catalytic magnesium center.
Tandem catalysis: Direct catalytic synthesis of imines from alcohols using manganese octahedral molecular sieves
Sithambaram, Shanthakumar,Kumar, Ranjit,Son, Young-Chan,Suib, Steven L.
, p. 269 - 277 (2008/09/17)
Tandem processes involving catalysts can offer unique and powerful strategies for converting simple starting materials into more complex products in a single reaction vessel. Imines were synthesized directly from alcohols via a tandem catalytic process using manganese octahedral molecular sieves (OMS-2) as catalyst. The synthesis proceeds through two steps: an oxidation of the alcohols to carbonyls followed by the nucleophilic attack by an amine on the carbonyl to form the imine. OMS-2 acts as a bifunctional catalyst and catalyzes two mechanistically distinct processes in a single reaction vessel under the same conditions. Conversions up to 100% were obtained for benzylic alcohols with this efficient, environmentally friendly catalytic reaction. The advantages of this process are that the intermediates need not be isolated and the catalysts can be reused upon simple filtration without loss of activity.
METHOD OF PRODUCING IMINES
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Page/Page column 3-4, (2008/06/13)
A method for forming an imine comprises reacting a first reactant comprising a hydroxyl functionality, a carbonyl functionality, or both a hydroxyl functionality and a carbonyl functionality with a second reactant having an amine functionality in the presence of ordered porous manganese-based octahedral molecular sieves and an oxygen containing gas at a temperature and for a time sufficient for the imine to be produced.
ANTIPRURITICS
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Page/Page column 32, (2008/06/13)
It is intended to provide antipruritics (drugs to control itching, antiitch agents and drugs to stop itching). It is found out that a compound having an agonistic activity to the cannabinoid receptor shows an antipruritics effect.
PYRIDONE DERIVATIVE HAVING AFFINITY FOR CANNABINOID 2-TYPE RECEPTOR
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Page/Page column 50, (2008/06/13)
It was found that the compound having a binding activity to the cannabinoid type 2 receptor represented by the formula (I): wherein R' is a group represented by the formula: -Y1-Y2-Y3Ra wherein Y1 is single bond or the like; Y2 is -C(=O)-NH- or the like; Y3 is optionally substituted aryl or the like; R2 is hydrogen or the like; R3 is alkyl or the like; R4 is alkyl or the like; R5 is optionally substituted alkyl or the like; or R3 and R4 taken together with the adjacent atom form cyclic group or the like.
Lithium Diisopropylamide-Mediated Lithiations of Imines: Insights into Highly Structure-Dependent Rates and Selectivities
Liao, Songping,Collum, David B.
, p. 15114 - 15127 (2007/10/03)
Lithium diisopropylamide-mediated lithiations of N-alkyl ketimines derived from cyclohexanones reveal that simple substitutions on the N-alkyl side chain and the 2-position of the cyclohexyl moiety afford a 60,000-fold range of rates. Detailed rate studie
Synthesis of some new cyclic aminophosphonates and their physiological activities
Wieczorek,Gancarz,Bielecki,Grzys,Sarapuk
, p. 119 - 128 (2007/10/03)
The synthesis of 19 newly synthesized cyclic aminophosphonic acid derivatives was described and their biological activity studied. It was found, as in the case of the previously described series of acyclic analogues, that the phytotoxicity of the compounds, tested on aquatic plant Spirodela oligoryhiza depended mainly on their Hydrophobic parameters. The most pronounced phytotoxicity, the measure of which was concentration of aminophosphonates causing 50% inhibition of plant growth (EC50), exhibited compounds with not too long hydrocarbon substituent on the nitrogen atom (8-10 carbon atoms) and branched propyl groups on the phosphorus atom. The test had preliminary character and permitted to eliminate the less promising compounds for further studies.
Nucleophilic addition to carbonyl compounds, competition between hard (amine) and soft (phosphite) nucleophile
Gancarz, Roman
, p. 10627 - 10632 (2007/10/02)
In the Kabachnik Fields reaction mixture, two nucleophiles: dialkyl phosphite and the amine compete for the electrophilic carbonyl compound. Reaction mixture composition studies, kinetic studies as well as theoretical calculations, indicate that the softe
