College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, P. R. China.
School of Pharmaceutical Sciences, Liaocheng University, Liaocheng 252000, P. R. China.
Org Lett. 2023 Jun 9;25(22):4208-4213. doi: 10.1021/acs.orglett.3c01550. Epub 2023 May 30.
A novel visible-light-promoted selective sulfonylation and selenylation of dienes with selenosulfonates has been developed. This technology provides mild access to a wide range of sulfonyl benzo[]azepinones and seleno-benzo[]azepines. Preliminary mechanistic studies suggest that the sulfonylation involves a sulfonyl radical engaged cascade process, and the selenylation is accomplished through a sequential oxidation/electrophilic cyclization process. The large-scale operation and late-stage modification experiment reveal the promising utility of this protocol.
一种新型的可见光促进的二烯与硒代亚磺酸盐的选择性磺酰化和硒化反应已经被开发出来。这项技术为广泛的磺酰基苯并[ ]氮杂卓和硒代苯并[ ]氮杂卓提供了温和的合成途径。初步的机理研究表明,磺酰化反应涉及一个磺酰自由基参与的级联过程,而硒化反应则是通过顺序氧化/亲电环化过程完成的。该反应的大规模操作和后期修饰实验显示了该方法的应用潜力。