22760-66-3Relevant academic research and scientific papers
Copper-catalyzed chemoselective cross-coupling reaction of thioamides and α-diazocarbonyl compounds: Synthesis of enaminones
Pal, Arpal,Koduri, Naga D.,Wang, Zhiguo,Quiroz, Erika Lopez,Chong, Alexandra,Vuong, Matthew,Rajagopal, Nisha,Nguyen, Michael,Roberts, Kenneth P.,Hussaini, Syed R.
supporting information, p. 586 - 589 (2017/01/16)
The development of operationally simple and cost-effective methods for C[sbnd]C bond formation reactions are highly important in pharmaceutical, agrochemical and material research. In this article we describe the first copper-catalyzed cross-coupling reaction of thioamides with acceptor/acceptor-substituted and acceptor-only substituted α-diazocarbonyl compounds to yield enaminones. The reaction shows broad substrate scope in terms of thioamides and diazocarbonyl compounds. Primary, secondary and tertiary thioamides all give enanminones when reacted with α-diazodiesters, α-diazoketoesters, α-diazodiketones, α-diazoketoamides, α-diazoesteramides, α-diazoketosulfones and α-diazomonoketones.
Intramolecular hydrogen bonding-assisted cyclocondensation of α-diazoketones with various amines: A strategy for highly efficient Wolff 1,2,3-triazole synthesis
Wang, Zikun,Bi, Xihe,Liao, Peiqiu,Zhang, Rui,Liang, Yongjiu,Dong, Dewen
supporting information; experimental part, p. 7076 - 7078 (2012/08/14)
A catalytic and highly efficient Wolff's cyclocondensation of α-diazoketones with aromatic and aliphatic amines has been realized for the first time by utilizing the strategy of an intramolecular hydrogen bonding-activating carbonyl group. This approach successfully solved the challenging problem of poor condensation efficiency in Wolff 1,2,3-triazole synthesis, and constitutes a powerful method for the synthesis of highly functionalized 1,2,3-triazoles. The Royal Society of Chemistry 2012.
REACTIONS OF α-SILYL-α-DIAZOKETONES WITH ARYLISOCYANATES AND ACYLISOTHIOCYANATES
Mayer, Dieter,Maas, Gerhard
, p. 1463 - 1469 (2007/10/02)
(1-Diazo-2-oxoalkyl)silanes 1a,b react with arylisocyanates to give the 1-aryl-4-acyl-5-triisopropylsiloxy-1,2,3-triazoles 3.Hydrolytic or fluoride induced desilylation of these products affords the α-acyl-α-diazoacetamides 4.Diazoketone 1b reacts with ethoxycarbonyl and benzoyl isothiocyanate, but not with phenyl isothiocyanate, to produce 4-acyl-5-acylamino-1,2,3-thiadiazoles 5.
New 1-[quinolyl(4)]-1,2,3-triazoles: Synthesis and evaluation of antiinflammatory and analgesic properties. III
Savini,Massarelli,Chiasserini,Pellerano,Bruni
, p. 633 - 639 (2007/10/02)
Several 1-[quinolyl(4)]-1,2,3-triazoles were synthesized by 1,3-dipolar cycloaddition of 4-azidoquinolines with activated methylene compounds. The synthesized compounds, tested for antiinflammatory and analgesic activities, resulted moderately active as antiinflammatories, but with a very interesting analgesic activity, sometimes higher than that of indomethacin, used as reference drug. Some of the triazole derivatives were evaluated also as antimicrobial, but none of them exhibited activity.
