Zhang Zhi-Kun, Yuan Yin, Peng Huiling, Han Yidan, Zhang Junliang, Yang Junfeng
Department of Chemistry, Fudan University, 2005 Songhu Road, Shanghai, 200438, China.
College of Chemistry and Bioengineering, Guilin University of Technology, Guilin 541006, China.
J Org Chem. 2024 Dec 6;89(23):17609-17614. doi: 10.1021/acs.joc.4c02286. Epub 2024 Nov 18.
An iron-catalyzed nitrene transfer reaction for the rapid synthesis of sulfinamidines from readily available sulfenamides is reported. This method features mild conditions, short reaction times, and a broad substrate scope, allowing the preparation of a variety of sulfinamidines in good to excellent yields. The synthetic utility of the sulfinamidine products was further demonstrated through their conversion to other valuable sulfur(VI) compounds, such as sulfondiimidoyl fluorides, sulfinamidiate esters, and sulfonimidamides. Preliminary efforts in the development of an asymmetric variant showed moderate enantioselectivity.
报道了一种铁催化的氮烯转移反应，可从易得的亚磺酰胺快速合成磺胺脒。该方法具有条件温和、反应时间短和底物范围广的特点，能够以良好至优异的产率制备多种磺胺脒。通过将磺胺脒产物转化为其他有价值的硫（VI）化合物，如磺二亚胺酰氟、磺胺酸酯和磺酰亚胺酰胺，进一步证明了磺胺脒产物的合成效用。开发不对称变体的初步努力显示出中等的对映选择性。
