J Org Chem. 2019 May 17;84(10):6223-6231. doi: 10.1021/acs.joc.9b00322. Epub 2019 Apr 29.
In this study, a general procedure was proposed for synthesizing thioethers and selenide ethers from anilines under solvent-free and transition-metal-free conditions. Thioethers were formed when anilines reacted with thiols under blue light-emitting-diode (LED) irradiation at room temperature without a photocatalyst. When reactions were performed using anilines and diselenides, the corresponding selenide ethers were obtained with satisfactory to excellent yields. The reaction was performed under photocatalyst-free and solvent-free conditions without blue LEDs. The advantages of this system include convenient operations, mild reaction conditions, satisfactory functional group tolerance, and late-stage selenylation of drug molecules.
在这项研究中，提出了一种在无溶剂和无过渡金属条件下由苯胺合成硫醚和硒醚的一般方法。在室温下，无需光催化剂，苯胺与硫醇在蓝光发光二极管（LED）照射下反应生成硫醚。当使用苯胺和二硒化物进行反应时，可得到相应的硒醚，产率令人满意至优秀。反应在无催化剂和无溶剂条件下进行，无需使用蓝光 LED。该体系的优点包括操作方便、反应条件温和、对官能团具有良好的耐受性以及药物分子的后期硒化。
