Department of Pharmaceutical Technology (Process Chemistry), National Institute of Pharmaceutical Education and Research , S. A. S. Nagar, Punjab 160062, India.
J Org Chem. 2017 Apr 7;82(7):3597-3604. doi: 10.1021/acs.joc.7b00116. Epub 2017 Mar 27.
A 1,3-dipolar cycloaddition reaction of nonstabilized azomethine ylides and cyclic N-sulfonyl imines has been developed providing a workable access to imidazolidine-fused sulfamidates, sulfamides, and benzosultams bearing a quaternary center. Distinct from the available literature, this current work enables to make entry, for the first time, into the novel imidazolidine-fused sulfamidates and sulfamides. Furthermore, the selective imidazolidine ring opening accompanied by CH extrusion yielded tetra-substituted sulfamidates with an aminomethyl group. In addition, imidazolidine ring opening coupled with SO extrusion provided synthetically useful 1,2-diamines.
已开发出非稳定氮烯叶立德和环状 N-磺酰亚胺的 1,3-偶极环加成反应，为具有季中心的咪唑烷并磺酰胺酯、磺酰胺和苯并噻唑提供了可行的途径。与现有文献不同，本工作首次使新型咪唑烷并磺酰胺酯和磺酰胺得以进入。此外，选择性的咪唑烷环开环伴随着 CH 逐出生成了具有氨甲基的四取代磺酰胺酯。此外，咪唑烷环开环与 SO 逐出偶联提供了合成上有用的 1,2-二胺。
