Yu Zhi-Cheng, Zheng Kai-Lu, Shen Xi, Zhou You, Chen Xiang-Long, Wang Li-Sheng, Wu Yan-Dong, Wu An-Xin
National Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, People's Republic of China.
Guangdong Provincial Key Laboratory of Research and Development of Natural Drugs, School of Pharmacy, Guangdong Medical University, Dongguan 523808, People's Republic of China.
Org Lett. 2024 Sep 20;26(37):7891-7896. doi: 10.1021/acs.orglett.4c02813. Epub 2024 Sep 6.
In this paper, novel sulfur-containing 1,6-dihydrofuro[3,2-]pyrazolo[3,4-][1,4]thiazine skeletons were constructed from the simple and readily available materials enaminone, 5-aminopyrazole, and 1,4-dithiane-2,5-diol. Furthermore, a novel 1,4-dithiane-2,5-diol reaction mode has been developed through a double-dipole-reversal process induced by iodine that results in the formation of six new bonds and two new rings in a one-pot reaction. This method shows good substrate compatibility, and the products can be further modified with a variety of pharmaceuticals. Additionally, this novel skeleton exhibits good fluorescence properties in solution, enabling bright and stable green fluorescence imaging in HeLa cells.
