1414850-50-2Relevant academic research and scientific papers
A Micellar Catalysis Strategy for Amidation of Alkynyl Bromides: Synthesis of Ynamides in Water
Yang, Yunqin,Meng, Xiangtai,Zhu, Baolong,Jia, Ying,Cao, Xiaoji,Huang, Shenlin
, p. 1166 - 1169 (2019)
Copper-catalyzed amidation of alkynyl bromides can be carried out in water for the first time, which is made possible by a micellar catalysis strategy using rosin-based surfactant APGS-550-M. The surfactant can be easily prepared from natural abundant biomass, resin acids. Studies as to substrate scope and reaction aqueous medium recycling showcase the ease and sustainability of this technology.
Asymmetric Intramolecular Dearomatization of Nonactivated Arenes with Ynamides for Rapid Assembly of Fused Ring System under Silver Catalysis
Ito, Tsubasa,Harada, Shingo,Homma, Haruka,Takenaka, Hiroki,Hirose, Shumpei,Nemoto, Tetsuhiro
supporting information, p. 604 - 611 (2021/02/03)
Arene dearomatization is a straightforward method for converting an aromatic feedstock into functionalized carbocycles. Enantioselective dearomatizations of chemically inert arenes, however, are quite limited and underexplored relative to those of phenols and indoles. We developed a method for diazo-free generation of silver-carbene species from an ynamide and applied it to the dearomatization of nonactivated arenes. Transiently generated norcaradiene could be trapped by intermolecular [4 + 2] cycloaddition, synthesizing polycycles with five consecutive stereogenic centers. This protocol constitutes the first highly enantioselective reaction based on the diazo-free generation of silver-carbene species. Mechanistic investigations revealed a dearomatization followed by two different classes of pericyclic reactions, as well as the origin of the chemo- and enantioselectivity.
Copper-catalyzed coupling of 1,2-dibromo-1-styrenes with sulfonamides for the preparation of ynamides
Yang, Yuan,Zhang, Xiaoyun,Liang, Yun
supporting information, p. 6557 - 6560,4 (2012/12/11)
Ynamides were prepared through an efficient copper-catalyzed coupling reaction. In the presence of copper iodide, 1,10-phenanthroline, and Cs 2CO3, the coupling reaction of 1,2-dibromo-1-styrenes with sulfonamides proceeded smoothly
