63132-71-8Relevant academic research and scientific papers
Copper(II)-Catalyzed Aminohalogenation of Alkynyl Carbamates
Giofrè, Sabrina,Loro, Camilla,Molteni, Letizia,Castellano, Carlo,Contini, Alessandro,Nava, Donatella,Broggini, Gianluigi,Beccalli, Egle M.
, p. 1750 - 1757 (2021/03/24)
A useful aminohalogenation reaction for the cyclization of O-alkynyl carbamates under copper catalysis has been developed. N-Halosuccinimides have been used as a halogen source. The intramolecular C?N bond formation occurs selectively affording haloalkyli
Efficient 1,3-Oxazolidin-2-one Synthesis through Heterogeneous PdII-Catalyzed Intramolecular Hydroamination of Propargylic Carbamates
Oschmann, Michael,Placais, Clotilde,Nagendiran, Anuja,B?ckvall, Jan-E.,Verho, Oscar
supporting information, p. 6295 - 6299 (2019/05/08)
Herein, we present an operationally simple protocol for the cycloisomerization of propargylic carbamates in which a heterogeneous catalyst consisting of Pd species immobilized on amino-functionalized siliceous mesocellular foam (PdII-AmP-MCF) i
Palladium-catalyzed intramolecular hydroamination of propargylic carbamates and carbamothioates
Alamsetti, Santosh Kumar,Persson, Andreas K. A.,Baeckvall, Jan-E.
supporting information, p. 1434 - 1437 (2014/04/03)
An efficient and simple methodology was developed for the synthesis of oxazolidinones, oxazolidinthiones, imidazolidinthiones, and imidazolidinones from the corresponding propargylic starting materials using Pd(OAc)2 and n-Bu4NOAc as catalysts in DCE at room temperature.
Scalable synthesis of oxazolones from propargylic alcohols through multistep palladium(II) catalysis: β-selective oxidative heck coupling of cyclic sulfonyl enamides and aryl boroxines
Alamsetti, Santosh Kumar,Persson, Andreas K. A.,Jiang, Tuo,Baeckvall, Jan-E.
supporting information, p. 13745 - 13750 (2014/01/06)
A whale of a scale: The title oxidative Heck coupling proceeded with unusual β selectivity to generate a variety of branched substituted oxazolones (see scheme; Ts=p-toluenesulfonyl). The three-step synthesis from readily available starting materials with a simple palladium catalyst and inexpensive reagents could be carried out in a single reaction vessel or scaled up for the preparation of large amounts of these amino acid precursors. Copyright
Convenient synthesis of 4-methylene-2-oxazolidinones and 4-methylenetetrahydro-1,3-oxazin-2-ones via transition-metal catalyzed intramolecular addition of nitrogen atom to actylenic triple bond
Tamaru,Kimura,Tanaka,Kure,Yoshida
, p. 2838 - 2849 (2007/10/02)
2-Propynyl tosylcarbamates 1 undergo cyclization smoothly by the catalysis of CuCl/Et3N or AgNCO/Et3N to furnish 4-methylene-2-oxazolidinones 2 in good yields. The similar cyclization of the N-acyl derivatives of 1 (PhCO, MeCO, EtOCO, etc.) is catalyzed effectively by AgNCO/t-BuOK. These reactions accommodate a variety of substituents at C1 and C3 of 2-propyn-1-ol and provide (Z)-2 as single stereoisomers. The scope of the cyclization of 3-butynyl carbamates is rather limited, and in general only N-tosyl derivatives of terminally unsubstituted 3-butyn-1-ols undergo cyclization to give 4-methylenetetrahydro-1,3-oxazin-2-ones in synthetically useful yields by the catalysis of AgNCO/Et3N or AgNCO/t-BuOK.
