当前位置: X-MOL 学术Adv. Synth. Catal. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Selective 1,2-Carboimination of Isothiocyanates to Access S-Substituted Isothioureas via Energy Transfer Catalysis
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2024-11-04 , DOI: 10.1002/adsc.202401233
Li-Ning Chen, Shu-Nuo Liang, Juan Luo, Dan-Na Chen, Zhi-Peng Ye, Peng-Ju Xia

Herein, we introduce a novel method for the synthesis of S-substituted isothiourea compounds via the selective 1,2-carboimination between oxime esters as bifunctional reagents and the C=S bond of isothiocyanates under visible-light catalysis. This approach deviates from conventional methods by precisely modulating the substrate electronics to selectively functionalize the C=S bond of isothiocyanates over the C=N bond, eliminating the need for strong bases and high temperatures and bypassing the formation of thiourea intermediates. Consequently, this protocol enables the efficient one-step synthesis of S-alkyl isothioureas, with featuring mild reaction conditions, operational simplicity and broad substrate scope.



中文翻译:


异硫氰酸酯的选择性 1,2-碳酰亚胺化,通过能量转移催化获得 S 取代的异硫脲



在此,我们介绍了一种通过在可见光催化下通过肟酯作为双功能试剂之间的选择性 1,2-碳酰亚胺化和异硫氰酸酯的 C=S 键合成 S 取代异硫脲化合物的新方法。这种方法与传统方法不同,它通过精确调制衬底电子元件,在 C=N 键上选择性地使异硫氰酸酯的 C=S 键官能化,无需强碱和高温,并绕过硫脲中间体的形成。因此,该方案能够高效一步合成 S-烷基异硫脲,具有反应条件温和、操作简单和底物范围广等特点。

更新日期:2024-11-04
down
wechat
bug