1005500-75-3Relevant articles and documents
Regio- and Stereo-Selective Intermolecular Hydroamidation of Ynamides: An Approach to (Z)-Ethene-1,2-Diamides
Peng, Zhiyuan,Zhang, Zhenming,Tu, Yongliang,Zeng, Xianzhu,Zhao, Junfeng
, p. 5688 - 5691 (2018)
An efficient intermolecular trans-selective β-hydroamidation of ynamides to furnish a series of (Z)-ethene-1,2-diamide derivatives with excellent regio- and stereo-selectivities is described. The trans-β-addition reactions have been illustrated for a wide range of substrates and proceeded under basic reaction conditions using readily available materials in the absence of a transition-metal catalyst. The synthetic approach to these novel (Z)-ethene-1,2-diamide derivatives paves the way for further exploration of their synthetic application.
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
, (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
, 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
Catalytic Asymmetric Hydroacyloxylation/Ring-Opening Reaction of Ynamides, Acids, and Aziridines
Li, Xiangqiang,Zeng, Hongkun,Lin, Lili,Feng, Xiaoming
supporting information, p. 2954 - 2958 (2021/05/05)
A highly enantioselective three-component reaction of ynamides with carboxylic acids and 2,2′-diester aziridines has been realized by using a chiral N,N′-dioxide/Ho(OTf)3 complex as a Lewis acid catalyst. The process includes the formation of an α-acyloxyenamide intermediate through the addition of carboxylic acids to ynamides and the following enantioselective nucleophilic addition to in-situ-generated azomethine ylides induced by the chiral catalyst. A range of amino acyloxyenamides are delivered in moderate to good yields with good ee values. In addition, a possible catalytic cycle with a transition model is proposed to elucidate the reaction mechanism.