Facile access to the 2,2-difluoro-2,3-dihydrofuran skeleton without extra additives: DMF-promoted difluorocarbene formation of ClCF 2 CO 2 Na.
Zunsheng ChenXin XieWeiming ChenNianhua LuoXiaoning LiFuchao YuJiuzhong HuangPublished in: Organic & biomolecular chemistry (2022)
A practical and facile difluorocarbene-triggered cycloaddition reaction of enaminones was developed, which delivered 2,2-difluoro-2,3-dihydrofurans with a broad substrate scope. Notably, the reaction proceeded smoothly without any extra additives. Readily available sodium chlorodifluoroacetate (ClCF 2 CO 2 Na, SCDA) served as a difluorocarbene precursor in this transformation through DMF-promotion. Moreover, it is proved that the 2,2-difluoro-2,3-dihydrofuran derivatives exhibit potential antiproliferative activity against human tumour cells HeLa, MCF7 and HepG2.
Keyphrases
- cell cycle arrest
- induced apoptosis
- endothelial cells
- quantum dots
- reduced graphene oxide
- ionic liquid
- highly efficient
- cell death
- breast cancer cells
- induced pluripotent stem cells
- metal organic framework
- pi k akt
- endoplasmic reticulum stress
- visible light
- signaling pathway
- oxidative stress
- gold nanoparticles
- electron transfer
- cell proliferation
- amino acid