1392297-82-3Relevant academic research and scientific papers
Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides
Liu, Rui-Hua,Shan, Qi-Chao,Gao, Ya,Loh, Teck-Peng,Hu, Xu-Hong
, p. 1411 - 1414 (2020/10/29)
Disclosed herein is an efficient Ag-catalyzed [4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant tetra-substituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance.
Rhodium(III)-Catalyzed Direct C-H Arylation of Various Acyclic Enamides with Arylsilanes
Li, Xiaolan,Sun, Kai,Shen, Wenjuan,Zhang, Yong,Lu, Ming-Zhu,Luo, Xuzhong,Luo, Haiqing
, p. 31 - 36 (2021/01/09)
The stereoselective β-C(sp2)-H arylation of various acyclic enamides with arylsilanes via Rh(III)-catalyzed cross-coupling reaction was illustrated. The methodology was characterized by extraordinary efficacy and stereoselectivity, a wide scope of substrates, good functional group tolerance, and the adoption of environmentally friendly arylsilanes. The utility of this present method was evidenced by the gram-scale synthesis and further elaboration of the product. In addition, Rh(III)-catalyzed C-H activation is considered to be the critical step in the reaction mechanism.
Pd(II)-Catalyzed Phosphorylation of Enamido C(sp2)–H Bonds: A General Route to β-Amido-vinylphosphonates
Qiao, Baokun,Cao, Hao-Qiang,Huang, Yin-Jun,Zhang, Yue,Nie, Jing,Zhang, Fa-Guang,Ma, Jun-An
supporting information, p. 809 - 814 (2018/07/30)
Organophosphorus compounds are essential structures in modern pharmaceutical, agrochemical, and material sciences. The development of new and efficient methods for the synthesis of C–P bonds has been an important focus of research. We herein report a Pd-catalyzed enamido C(sp2)–H phosphorylation for direct construction of C–P bonds under simple and convenient conditions without the need for additional ligands or directing groups. The present reaction can tolerate a wide range of functional groups, and furnish a variety of phosphorylation products including tetrasubstituted-vinyl β-aminophosphonates that are otherwise difficult to access. This protocol was also exemplified into the late-stage modification of bioactive natural products and was suitable for large-scale synthesis.
Amide-assisted acetoxylation of vinyl C(sp2)-H bonds by rhodium catalysis
Yu, Wenlong,Chen, Jia,Gao, Kun,Liu, Zhanxiang,Zhang, Yuhong
supporting information, p. 4870 - 4873 (2015/04/27)
A direct regioselective acetoxylation of enamides has been accomplished using a combination of Cu(OAc)2 and rhodium catalyst. Cu(OAc)2 is served as the oxidant and also provides the source of acetate in the reaction.
