I 2 -Induced Umpolung: Synthesis of a 1,6-Dihydrofuro[3,2- b ]pyrazolo[3,4- e ][1,4]thiazine Skeleton via an Unconventional 1,4-Dithiane-2,5-diol Reaction Mode.
Zhi-Cheng YuKai-Lu ZhengXi ShenYou ZhouXiang-Long ChenLi-Sheng WangYan-Dong WuYan-Dong WuPublished in: Organic letters (2024)
In this paper, novel sulfur-containing 1,6-dihydrofuro[3,2- b ]pyrazolo[3,4- e ][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.
Keyphrases
- fluorescence imaging
- cell cycle arrest
- induced apoptosis
- photodynamic therapy
- cell death
- wastewater treatment
- high glucose
- electron transfer
- diabetic rats
- single molecule
- magnetic resonance imaging
- computed tomography
- signaling pathway
- magnetic resonance
- cell proliferation
- endothelial cells
- drug induced
- contrast enhanced