Fluoro-artemisinins: When a gem-difluoroethylene replaces a carbonyl group

Photoredox Generation of Carbon‐Centered Radicals Enables the Construction of 1,1‐Difluoroalkene Carbonyl Mimics

“…Replacement of a carbonyl with the corresponding gem -difluoroalkene has been demonstrated to provide bioactive substrates that are still recognized by their target; however, only a few examples have been reported in the literature. [6] In the case of exo -difluoroethylene artemisinin, the prolonged in vivo antimalarial activity may arise from resistance to metabolic processes (Figure 1). [6a] Additionally, this motif has proved beneficial in several niche applications.…”

“…[6] In the case of exo -difluoroethylene artemisinin, the prolonged in vivo antimalarial activity may arise from resistance to metabolic processes (Figure 1). [6a] Additionally, this motif has proved beneficial in several niche applications. [7] …”

A golden phoenix arising from the herbal nest — A review and reflection on the study of antimalarial drug Qinghaosu

“…Recently, some 12-CF 3 , 12-OR derivatives, and 12-gemdifluoroethylene deoxoartemisinin or deoxoartemisitene were synthesized [203,204]. The presence of the CF 3 group at C-12 of QHS may increase the chemical stability under simulated stomach acid condition.…”

Modified Julia Olefination on Sugar‐Derived Lactones: Synthesis of Difluoro‐exo‐glycals

“…[5] An indirect method involving an addition-elimination sequence was described in 2006 by Bonnet-Delpon. [6] These compounds are useful synthetic intermediates, and they have been used by Sinaÿ for the preparation of fluorinated analogs of UDP-C-d-galactofuranose, [7] and for the synthesis of 5a-gem-difluorocarba-α-dglucopyranose. [8] …”