1007597-63-8Relevant articles and documents
Copper-Catalyzed Synthesis of Terminal vs. Fluorine-Substituted N-Allenamides via Addition of Diazo Compounds to Terminal Ynamides
Zheng, Yongxiang,Moegle, Baptiste,Ghosh, Santanu,Perfetto, Anna,Luise, Davide,Ciofini, Ilaria,Miesch, Laurence
supporting information, (2021/12/14)
A copper-mediated coupling reaction between ynamides and diazo-compounds to produce N-allenamides is reported for the first time. This method enables facile and rapid access to terminal N-allenamides by using commercially available TMS-diazomethane with w
Direct Synthesis of CF2H-Substituted 2-Amidofurans via Copper-Catalyzed Addition of Difluorinated Diazoacetone to Ynamides
Zheng, Yongxiang,Perfetto, Anna,Luise, Davide,Ciofini, Ilaria,Miesch, Laurence
supporting information, p. 5528 - 5532 (2021/07/26)
The significance of molecules containing difluoromethyl groups is driven by their potential applications in pharmaceutical and agrochemical science. Methods for the incorporation of lightly fluorinated groups such as CF2H have been less well developed. He
Gold-Catalyzed Oxidations of 1,3-Diynamides with C(1) versus C(3) Regioselectivity: Catalyst-Dependent Oxidative Cyclizations in the C(3) Oxidation
Cheng, Mu-Jeng,Hsu, Yu-Chen,Jiang, Yan-Ting,Kuo, Tung-Chun,Liu, Rai-Shung,Lu, Ming-Yi,Skaria, Manisha
supporting information, (2020/06/05)
This work reports two distinct paths in catalytic oxidations of 1,3-diynamides with 8-methylquinoline oxide. A typical C(1) regioselectivity was observed for aryl-substituted 1,3-diyn-1-amides, whereas an unexpected C(3) regioselectivty occurred for 5-hydroxy1,3-diyn-1-amides. We focused on the C(3) oxidations of 5-hydroxy1,3-diyn-1-amides because we observed two oxidative cyclizations of the same substrates to yield 2-aminomethylenefuran-3(2H)-ones and 2-amino-4H-pyran-4-ones using AuCl3 and a cationic gold catalyst, respectively. Density functional theory calculations were performed to rationalize the C(3) regioselectivity on 5-hydroxy1,3-diyn-1-amides.
