195004-63-8Relevant academic research and scientific papers
Synthesis of substituted dihydrobenzofurans via tandem SNar/5- Exo-trig cyclization
Koy, Maximilian,Engle, Keary M.,Henling, Lawrence M.,Takase, Michael K.,Grubbs, Robert H.
supporting information, p. 1986 - 1989 (2015/04/27)
A tandem SNAr/5-exo-trig cyclization reaction is reported that converts N-alkyl- and -arylimines derived from o-fluorobenzaldehydes into 3-amino-2,3-dihydro-2,2-diarylbenzofurans in moderate to good yields. Diarylmethoxide coupling partners ser
An SNAr approach to sterically hindered ortho -alkoxybenzaldehydes for the synthesis of olefin metathesis catalysts
Engle, Keary M.,Luo, Shao-Xiong,Grubbs, Robert H.
, p. 4213 - 4220 (2015/05/05)
A three-step procedure has been developed for preparing ortho-alkoxybenzaldehydes from ortho-fluorobenzaldehydes that tolerates the use of sterically hindered sodium alkoxide nucleophiles. The protocol is modular and operationally convenient. The ortho-alkoxybenzaldehyde products can be converted in one additional step to ortho-alkoxystyrenes by a Wittig reaction. These styrenes are precursors to the chelating benzylidene moiety in a proposed series of novel ruthenium complexes for use in olefin metathesis. Chelation with three representative styrenes has been demonstrated.
Origins of initiation rate differences in ruthenium olefin metathesis catalysts containing chelating benzylidenes
Engle, Keary M.,Lu, Gang,Luo, Shao-Xiong,Henling, Lawrence M.,Takase, Michael K.,Liu, Peng,Houk,Grubbs, Robert H.
supporting information, p. 5782 - 5792 (2015/05/20)
A series of second-generation ruthenium olefin metathesis catalysts was investigated using a combination of reaction kinetics, X-ray crystallography, NMR spectroscopy, and DFT calculations in order to determine the relationship between the structure of the chelating o-alkoxybenzylidene and the observed initiation rate. Included in this series were previously reported catalysts containing a variety of benzylidene modifications as well as four new catalysts containing cyclopropoxy, neopentyloxy, 1-adamantyloxy, and 2-adamantyloxy groups. The initiation rates of this series of catalysts were determined using a UV/vis assay. All four new catalysts were observed to be faster-initiating than the corresponding isopropoxy control, and the 2-adamantyloxy catalyst was found to be among the fastest-initiating Hoveyda-type catalysts reported to date. Analysis of the X-ray crystal structures and computed energy-minimized structures of these catalysts revealed no correlation between the Ru-O bond length and Ru-O bond strength. On the other hand, the initiation rate was found to correlate strongly with the computed Ru-O bond strength. This latter finding enables both the rationalization and prediction of catalyst initiation through the calculation of a single thermodynamic parameter in which no assumptions about the mechanism of the initiation step are made.
Photocatalytic aerobic oxidation of amines to imines on BiVO4 under visible light irradiation
Yuan, Bo,Chong, Ruifeng,Zhang, Bao,Li, Jun,Liu, Yan,Li, Can
supporting information, p. 15593 - 15596 (2015/01/08)
BiVO4 was found to be an efficient photocatalyst under visible light irradiation for selective oxidation of amines to imines with high activity (99% conversion) and selectivity (up to 99%) using oxygen as an oxidant.
Stereoselective synthesis of trans- and cis-2-aryl-3-(hydroxymethyl) aziridines through transformation of 4-aryl-3-chloro-β-lactams and study of their ring opening
D'Hooghe, Matthias,Mollet, Karen,Dekeukeleire, Stijn,De Kimpe, Norbert
body text, p. 607 - 615 (2010/04/30)
trans- and cis-1-Alkyl-4-aryl-3-chloroazetidin-2-ones, prepared through cyclocondensation of chloroketene and the appropriate imines in a diastereoselective way, were transformed into the corresponding non-activated trans- and cis-2-aryl-3-(hydroxymethyl)aziridines via reductive ring contraction using LiAlH4 in Et2O. Furthermore, trans-2-aryl-3- (hydroxymethyl)aziridines were transformed into 2-amino-3-arylpropan-1-ols and anti-2-amino-3-aryl-3-methoxypropan-1-ols by means of an unprecedented ring opening by LiAlH4 and by MeOH, respectively. cis-2-Aryl-3- (hydroxymethyl)aziridines were shown to be highly reluctant to undergo ring opening by LiAlH4 and MeOH under similar reaction conditions.
Monoamine re-uptake inhibitors and methods relating thereto
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Page/Page column 18, (2010/11/24)
Monoamine re-uptake inhibitors and more specifically serotonin and noradrenaline re-uptake inhibitors are disclosed that have utility in the treatment of disorders of the central or peripheral nervous system in both men and women. The compounds of this invention have the structure: wherein R1, R2, R3, R4, R5, R6, m, n, W, X, and Y are as defined herein, including stereoisomers, prodrugs and pharmaceutically acceptable salts, esters and solvates thereof. Also disclosed are compositions containing a compound of this invention in combination with a pharmaceutically acceptable carrier, as well as methods relating to the use thereof for inhibiting monoamine re-uptake in a subject in need thereof.
