Tran Thi Minh Chau, Lai Nang Duy, Bui Thai Thanh Thu, Mac Dinh Hung, Nguyen Thi Thu Tram, Retailleau Pascal, Nguyen Thanh Binh
Faculty of Chemistry, VNU University of Science, Vietnam National University, Hanoi, 19 Le Thanh Tong, Hanoi, Vietnam.
Department of Chemistry, Faculty of Basic Science, Can Tho University of Medicine and Pharmacy, Can Tho, Vietnam.
Org Lett. 2023 Oct 6;25(39):7225-7229. doi: 10.1021/acs.orglett.3c02835. Epub 2023 Sep 22.
The oxidative amination of alkynes typically requires transition metal catalysts and strong oxidants. Herein, we alternatively utilize DABCO as a sulfur-activating catalyst to achieve the sulfurative 1,2-diamination of phenylacetylenes with elemental sulfur and -phenylenediamines. DMSO was found to be particularly suitable for use as a terminal oxidant for this three-component process. A mechanistic study has shown that this cascade reaction is triggered by the addition of active sulfur species to the triple bond of phenylacetylenes.
炔烃的氧化胺化反应通常需要过渡金属催化剂和强氧化剂。在此，我们转而使用1,4-二氮杂双环[2.2.2]辛烷（DABCO）作为硫活化催化剂，以实现苯乙炔与元素硫和对苯二胺的硫代1,2-二胺化反应。发现二甲亚砜（DMSO）特别适合用作此三组分反应的终端氧化剂。机理研究表明，该串联反应是由活性硫物种加成到苯乙炔的三键上引发的。
