10448-42-7Relevant academic research and scientific papers
Method for synthesizing enamine under catalysis of palladium imine complex containing pyridine ligands
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Paragraph 0045-0048, (2019/10/01)
The invention relates to a method for synthesizing enamine under catalysis of a palladium imine complex containing pyridine ligands. The method comprises steps as follows: phenylacetylene and secondary amine are taken as raw materials, the palladium imine
Method for preparing enamine compound by catalyzing phenylacetylene and utilizing hydroamination reaction
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Paragraph 0037-0039, (2019/05/02)
The invention provides a method for preparing an enamine compound by catalyzing phenylacetylene and utilizing the hydroamination reaction. The method is characterized by comprising the steps that thephenylacetylene and secondary amine are taken as raw mat
Transformation of Amides into Highly Functionalized Triazolines
Slagbrand, Tove,Volkov, Alexey,Trillo, Paz,Tinnis, Fredrik,Adolfsson, Hans
, p. 1771 - 1775 (2017/08/09)
Triazoles and triazolines are important classes of heterocyclic compounds known to exhibit biological activity. Significant focus has been given to the development of synthetic approaches for the preparation of triazoles, and they are today easily obtainable through a large variety of protocols. The number of synthetic procedures for the formation of triazolines, on the other hand, is limited and further research in this field is required. The protocol presented here gives access to a broad scope of 1,4,5-substituted 1,2,3-triazolines through a one-pot transformation of carboxamides. The two-step procedure involves a Mo(CO)6-catalyzed reduction of tertiary amides to afford the corresponding enamines, followed by in situ cycloaddition of organic azides to form triazolines. The amide reduction is chemoselective and allows for a wide variety of functional groups such as esters, ketones, aldehydes, and imines to be tolerated. Furthermore, a modification of this one-pot procedure gives access to the corresponding triazoles. The chemically stable amide functionality is demonstrated to be an efficient synthetic handle for the formation of highly substituted triazolines or triazoles.
Mild reductive functionalization of amides into N-sulfonylformamidines
Trillo, Paz,Slagbrand, Tove,Tinnis, Fredrik,Adolfsson, Hans
, p. 484 - 487 (2018/08/17)
The development of a protocol for the reductive functionalization of amides into N-sulfonylformamidines is reported. The one-pot procedure is based on a mild catalytic reduction of tertiary amides into the corresponding enamines by the use of Mo(CO)6 (molybdenum hexacarbonyl) and TMDS (1,1,3,3-tetramethyldisiloxane). The formed enamines were allowed to react with sulfonyl azides to give the target compounds in moderate to good yields.
Nickel catalyzed addition of -NH- containing compounds to vinyl and aryl halides
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Page 10, (2008/06/13)
A process for producing unsaturated nitrogen containing compounds such as enamides, enamines and aryl amines/amides is disclosed. A vinyl halide or aryl halide is reacted with an -NH- containing compound in the presence of a catalytic amount of a catalyst precursor composition comprising zero-valent nickel and an organophosphine ligand. One step coupling of vinyl halides and aryl halides with -NH- containing compounds is made possible by practice of this invention.
Synthesis and pharmacology of potential site-specific cocaine abuse treatment agents: The role of the phenyl group in 2-substituted-6-aminobicyclo[2.2.2]Octanes
Coons, Susanna,Javanmard, Sahar,Collard, David M.,Kuhar, Michael J.,Schweri, Margaret M.,Deutsch, Howard M.
, p. 24 - 38 (2007/10/03)
A previous study led to the development of (1R/S, 4R/S)-5R/S-phenyl-6R/S-(N,N-dimethylamino)bicyclo-[2.2.2]octan-2S/R-yl benzoate (6) as a potent inhibitor of [3H]WIN 35,428 (WIN) binding to the dopamine transporter (DAT). Since compound 6, which contains a benzoate ester at the C-2 position, was more potent than compounds bearing other substitutions at this position (e.g. a ketone, secondary alcohol, or an acetate ester) the role of the second benzene ring in the binding interaction with the DAT was not obvious. Several new 2-substituted-6-aminobicyclo[2.2.2]octanes were therefore synthesized and tested for inhibitor potency in WIN binding and inhibition of [3H]DA uptake In addition, the inhibitor potency was also tested using [3H]paroxetine binding assays for the serotonin transporter (5-HTT) to demonstrate transporter selectivity. Placing a 3-chloro- or a 4-chlorobenzoate at the C-2 position did not markedly change the potency of either WIN binding or DA uptake. However, placing a 4-chloro substituent on the phenyl at the C-5 position provided a more potent congener than compound 6. Complete removal of the phenyl ring at C-5 resulted in drastic reduction in WIN binding affinity. The data obtained provided further evidence that supports the hypothesis that these compounds bind through a primary interaction at the C-5 phenyl on the bicyclic with the "aromatic ring binding site" on the DAT.
