Synthesis of Thiomorpholine via a Telescoped Photochemical Thiol–Ene/Cyclization Sequence in Continuous Flow
作者:Alexander Steiner、Ryan C. Nelson、Doris Dallinger、C. Oliver Kappe
DOI:10.1021/acs.oprd.2c00214
日期:2022.8.19
A procedure for the continuous flow generation of thiomorpholine in a two-step telescoped format was developed. The key step was the photochemical thiol–ene reaction of cysteamine hydrochloride and vinyl chloride as low-cost starting materials. This reaction could be conducted under highly concentrated (4 M) conditions using a low amount (0.1–0.5 mol %) of 9-fluorenone as the photocatalyst, leading
开发了一种以两步伸缩格式连续流动生成硫代吗啉的程序。关键步骤是半胱胺盐酸盐和氯乙烯作为低成本起始材料的光化学硫醇-烯反应。该反应可以在高浓度 (4 M) 条件下使用少量 (0.1-0.5 mol%) 的 9-芴酮作为光催化剂进行,从而产生相应的定量产率的半芥末中间体。随后通过碱介导的环化获得硫代吗啉。通过进行 7 小时(总停留时间 40 分钟)的反应,通过蒸馏分离所需的硫代吗啉,证明了该方法的稳健性。