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.
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.
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.
