T3P-Promoted Synthesis of a Series of Novel 2-Aryl-3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-ones

作者:Lee J. Silverberg; Carlos Pacheco; Debashish Sahu; Tapas Mal; Peter Scholl; Hany F. Sobhi; Heather G. Bradley; Omar A. Cardenas; Kyanna M. Gonzalez; Jasra M. Islam; Emily G. Kimmel; Winnie Li; Kristen C. Perhonitch; Jennifer T. Pothering; Michael E. Potts; Melissa E. Ramirez; Haley E. Reppert; Kelsey N. Shaffer
来源:2020, 151836.
DOI:10.1016/j.tetlet.2020.151836

摘要


A series of twelve novel 2-aryl-3-phenyl-2,3,5,6-tetrahydro-4H-1,3-thiazin-4-ones was prepared at room temperature by T3P-mediated cyclization of C-aryl-N-phenyl imines with 3-mercaptopropionic acid. The reaction can also be run as a 3-component reaction, forming the imine in situ. The reactions were operationally simple, rapid and gave yields as high as 75%. This provides ready access to C-aryl-N-phenyl compounds in this family, which have been generally difficult to prepare.
Graphical abstract

Download : Download high-res image (99KB)Download : Download full-size image

  • 单位
    14; pennsylvania State University; The Pennsylvania State University