139029-46-2Relevant academic research and scientific papers
[3+2] Cycloaddition of ruthenium azido complex with ethyl propiolate and related reactions
Chang, Chao-Wan,Lin, Ying-Chih,Lee, Gene-Hsiang,Wang, Yu
, p. 72 - 77 (2018)
The [3+2] cycloaddition reaction of ethyl propiolate with ruthenium azido complex [Ru]?N3 (1, [Ru] = (η5-C5H5)(dppe)Ru, dppe = Ph2PCH2CH2PPh2) has been investigated. The metal-bound heterocyclic complex produced is N(2)-bound triazolate [Ru]N3CHCO2Et (2). A regiospecific alkylation happens by treatment of 2 with organic halides and gives a series of cationic N(1)-bound N(3)-alkylated-4-ethoxycarbonyl triazolato complexes {[Ru]N3(R)C2HCO2Et}[X] (3a, R = CH3, X = I; 3b, R = CH2Ph, X = Br; 3c, R = CH2C6F5, X = Br; 3d, R = CH2CN, X = I; 3e, CH2CO2CH3, X = Br) and the following cleavage of the Ru-N bond of 3a and 3b gives ruthenium halides and N(1)-alkylated five-membered-ring organic triazoles N3(R)C2HCO2Et (4a, R = CH3; 4b, R = CH2Ph). The structures of 2 and 3c have been determined by single-crystal X-ray diffraction analysis.
GOLD (I)-PHOSPHINE 1,2,3-TRIAZOLE DERIVATIVES WITH ANTIOBIOTIC PROPERTIES
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Page/Page column 41-42, (2020/01/11)
The present invention relates to gold (l)-phosphine 1,2,3-triazole compounds, and their use in a human or animal medicine. The present invention also relates to using such compounds for the prevention and/or treatment of an infection, i.e. inhibitors of growth of Gram-positive and/or Gram-negative bacteria. On another aspect the invention relates to the synthesis of the gold (l)-phosphine compounds of the invention and to their synthesis intermediates. The present invention finds applications in the medical, veterinary and/or chemical fields.
Development of a gold-multifaceted catalysis approach to the synthesis of highly substituted pyrroles: Mechanistic insights via Huisgen cycloaddition studies
Ngwerume, Simbarashe,Lewis, William,Camp, Jason E.
, p. 920 - 934 (2013/04/10)
A novel gold-catalyzed method for the regioselective synthesis of highly substituted pyrroles directly from oximes and alkynes was developed via independent optimization of two key steps of the process. Importantly, a cationic gold(I) species was shown to activate multiple steps along the reaction pathway and therefore act as a multifaceted catalyst. Initial gold-promoted addition of the oxime oxygen to the activated alkyne afforded the O-vinyloxime in situ. The O-vinyloxime was subsequently transformed into the pyrrole via a gold-catalyzed tautomerization, [3,3]-sigmatropic rearrangement, and cyclodehydration process. Notably, this method provides a functional group handle in the form of an ester at the 3/4-position for further exploitation. The proposed mechanistic pathway is supported by a novel application of the Huisgen cycloaddition click reaction, which was used to probe the relative stability of substituted O-vinyloximes. The intermediacy of N-alkenylhydroxylamine O-vinyl ethers and imino ketones or imino aldehydes along the reaction pathway were determined by high-temperature 1H, 2H{1H}, and 13C{1H} NMR experiments. X-ray crystallographic evidence was used to further support the mechanistic hypothesis.
Selective formation of 1,4-disubstituted triazoles from ruthenium-catalyzed cycloaddition of terminal alkynes and organic azides: Scope and reaction mechanism
Liu, Pei Nian,Li, Juan,Su, Fu Hai,Ju, Kun Dong,Zhang, Li,Shi, Chuan,Sung, Herman H. Y.,Williams, Ian D.,Fokin, Valery V.,Lin, Zhenyang,Jia, Guochen
experimental part, p. 4904 - 4915 (2012/09/22)
The catalytic activity of a series of ruthenium complexes lacking cyclopentadienyl ligands has been evaluated for the cycloaddition of terminal alkynes and azides to give selectively 1,4-disubstituted 1,2,3-triazoles. The complex RuH(η2-BH
The efficient copper(I) (hexabenzyl)tren catalyst and dendritic analogues for green "click" reactions between azides and alkynes in organic solvent and in water: Positive dendritic effects and monometallic mechanism
Liang, Liyuan,Ruiz, Jaime,Astruc, Didier
experimental part, p. 3434 - 3450 (2012/02/05)
An easily synthesized, copper(I) (hexabenzyl)tren complex 1 is an efficient catalyst for the copper(I)-catalyzed Huisgen-type 1,3-cycloaddition between azides and alkynes (CuAAC) reaction in toluene. Alternatively, a convenient procedure involves mixing c
DIAZEPANES AS HISTAMINE H3 RECEPTOR ANTAGONISTS
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Page/Page column 64-65, (2009/09/05)
The invention relates to compounds of formula (I) wherein R1 to R8 and X1, X2 have the meaning as cited in the description and the claims. Said compounds are useful as Histamine H3 receptor antagonists. The invention also relates to pharmaceutical compositions, the preparation of such compounds as well as the production and use as medicament.
A [(NHC)CuCl] complex as a latent Click catalyst
Diez-Gonzalez, Silvia,Stevens, Edwin D.,Nolan, Steven P.
supporting information; experimental part, p. 4747 - 4749 (2009/03/12)
A latent catalyst for the [3+2] cycloaddition reaction of azides and alkynes has been developed in accordance with the principles of Click chemistry. The Royal Society of Chemistry.
Trimethylsilyl-directed 1,3-dipolar cycloaddition reactions in the solid-phase synthesis of 1,2,3-triazoles
Coats, Steven J.,Link, Jeffrey S.,Gauthier, Diane,Hlasta, Dennis J.
, p. 1469 - 1472 (2007/10/03)
(Chemical Equation Presented) A regioselective method for the preparation of 1,5-trisubstituted 1H-1,2,3-triazoles via a 1,3-dipolar cycloaddition of 1-trimethylsilylacetylenes with organoazides is described. Immobilization of the azide on REM resin and s
ON THE APPLICATION OF NOE DIFFERENCE SPECTROSCOPY FOR SPECTRAL AND STRUCTURAL ASSIGNMENTS WITH SUBSTITUTED 1,2,3-TRIAZOLES
Holzer, Wolfgang
, p. 9783 - 9792 (2007/10/02)
The application of NOE difference spectroscopy for the unambiguous discrimination between signals of H-4 and H-5 in 1-substituted 1H-1,2,3-triazoles as well as for the differentiation between regioisomeric 1,4-, 1,5- and 2,4-disubstituted 1,2,3-triazoles
