Speaker
Description
Synthesis of fluorine containing molecules is of great interest due to its unique properties and vast application in pharmaceuticals, agrochemicals and materials [1].
Previously in our group we have developed fluoromethylene transfer from fluromethylsulfonium salts [2, 3]. Herein we wish to report preliminary results on synthesis of reagents 1 and its initial application in carbene transfer reaction (Scheme 1).
Scheme 1. Alkene cyclopropanation with fluorohalomethylsulfonium salts.
We have found that functionalized sulfonium salts – fluorohalomethylsulfonium reagents 1 are efficient source of fluorhalocarbene under basic conditions and they undergo unactivated alkene 2 cyclopropanation to deliver fluorohalocyclopropanes 3.
References:
[1] Zhou, Y., et al. Chem. Rev. 2016, 116, 422–518.
[2] Melngaile, R., Veliks, J. Synthesis 2021, 53, 4549-4558.
[3] Sperga, A., Zacs, D., Veliks J. Org. Lett. 2022, 24, 4474–4478.