A new approach to large scale production of dimethyl sulfone: a promising and strong recyclable solvent for ligand-free Cu-catalyzed C–C cross-coupling reactions,Green Chemistry

当前位置： X-MOL 学术 › Green Chem. › 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.)

A new approach to large scale production of dimethyl sulfone: a promising and strong recyclable solvent for ligand-free Cu-catalyzed C–C cross-coupling reactions
Green Chemistry ( IF 9.3 ) Pub Date : 2020/02/24 , DOI: 10.1039/c9gc04374h
Shen Cheng _{1,

2,

3,

4} , Wei Wei _{1,

2,

3,

4} , Xingyu Zhang _{1,

2,

3,

4} , Hewei Yu _{1,

2,

3,

4} , Mingming Huang _{3,

4,

5,

6} , Milad Kazemnejadi _{7,

8,

9,

10}

Affiliation

Dimethyl sulfone (DMSN) was easily prepared through efficient oxidation of dimethyl sulfoxide (DMSO) and used as a strong and green solvent for organic reactions. A mixture of HNO₃/NaOCl was used as an oxidizing agent for efficient oxidation of DMSO to DMSN. The effect of DMSN was evaluated for copper-catalyzed coupling reactions. It is worth noting that DMSN could play the role of a ligand for copper ions. A general survey was accomplished for various types of C–C cross-coupling reactions catalyzed by CuI in DMSN in the absence of any ligand. Moderate to good yields were achieved for Sonogashira, Heck, and Suzuki cross-coupling reactions. Finally, DMSN was recovered and reused for several consecutive runs without any loss of its activity.

中文翻译：

大规模生产二甲基砜的新方法：一种有前途且强大的可回收溶剂，可用于无配体的Cu催化的CC交叉偶联反应

通过有效地氧化二甲基亚砜（DMSO）可以轻松制备二甲基砜（DMSN），并用作有机反应的强力绿色溶剂。使用HNO ₃ / NaOCl的混合物作为氧化剂，将DMSO有效氧化为DMSN。对于铜催化的偶联反应，评估了DMSN的作用。值得注意的是，DMSN可以起到铜离子配体的作用。在没有任何配体的情况下，对CuI在DMSN中催化的各种类型的C–C交叉偶联反应进行了一般性调查。Sonogashira，Heck和Suzuki交叉偶联反应的收率中等至良好。最终，DMSN被恢复并重新用于多个连续运行，而不会损失其活动。

更新日期：2020-03-24

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11