3900-46-7Relevant academic research and scientific papers
Lewis acid-assisted N-fluorobenzenesulfonimide-based electrophilic fluorine catalysis in Beckmann rearrangement
Xie, Fukai,Du, Chuan,Pang, Yadong,Lian, Xu,Xue, Chentao,Chen, Yanyu,Wang, Xuefei,Cheng, Maosheng,Guo, Chun,Lin, Bin,Liu, Yongxiang
supporting information, p. 5820 - 5824 (2016/12/06)
A microwave-assisted N-fluorobenzenesulfonimide (NFSI)/Lewis acid-catalyzed Beckmann rearrangement was developed. The remarkable promotion to the electrophilicity of NFSI by Lewis acids was illustrated utilizing a series of readily available oxime substrates. The action model between NFSI and Lewis acids was probed by control experiments and theoretical calculations.
Radical Beckmann Rearrangement and Its Application in the Formal Total Synthesis of Antimalarial Natural Product Isocryptolepine via C-H Activation
Mahajan, Pankaj S.,Humne, Vivek T.,Tanpure, Subhash D.,Mhaske, Santosh B.
supporting information, p. 3450 - 3453 (2016/07/26)
The Beckmann rearrangement of ketoximes, mediated by ammonium persulfate-dimethyl sulfoxide as a reagent, has been achieved under neutral conditions. Based on the radical trapping and 18O-labeling experiments, the transformation follows a mechanism involving a radical pathway. The scope and generality of the developed protocol has been demonstrated by 19 examples. The developed protocol and Pd-catalyzed intramolecular double C-H activation were used as key steps in the formal total synthesis of antimalarial natural product isocryptolepine.
Schmidt reaction of ketones in dme solution in a continuous-flow microreactor
Chen, Yuesu,Liu, Binjie,Liu, Xiaofeng,Yang, Yongtai,Ling, Yun,Jia, Yu
supporting information, p. 1589 - 1592 (2015/02/19)
The Schmidt reaction, the treatment with hydroazoic acid in the presence of a strong acid, converts ketones to amides directly and has been broadly applied in organic synthesis. In this communication, the Schmidt reaction of ketones was carried out in DME solution in a continuous-flow microreactor and gave the amide products. The enclosed small-volume feature of the microreactor made this reaction safe, fast, and cost-effective.
