138348-09-1Relevant academic research and scientific papers
Titanium-catalyzed addition of perfluoroalkyl iodides to alkenes
Davis, Charles R.,Burton, Donald J.,Yang, Zhen-Yu
, p. 135 - 140 (1995)
Perfluoroalkyl iodides, in the presence of a catalytic amount of Ti0 generated in situ, add to alkenes in dimethoxyethane solvent to afford 1-(n-perfluoroalkyl)-2-iodoalkanes in moderate to good yields. 1-Alkenes, 1-alkynes and alkenes containi
Visible-Light-Mediated Iodoperfluoroalkylation of Alkenes in Flow and Its Application to the Synthesis of a Key Fulvestrant Intermediate
Rosso, Cristian,Williams, Jason D.,Filippini, Giacomo,Prato, Maurizio,Kappe, C. Oliver
supporting information, p. 5341 - 5345 (2019/07/03)
Two efficient continuous flow iodoperfluoroalkylation methods are described: using 0.05 mol % perylene diimide (PDI) photocatalyst under 450 nm irradiation or substoichiometric triethylamine under 405 nm irradiation. These methods enable dramatically elevated productivity versus batch processes. The triethylamine-mediated method is explored mechanistically and in substrate scope. The gram-scale synthesis of an active pharmaceutical ingredient side chain is also reported in flow, via a photochemical iodoperfluoroalkylation followed by hydrogenolysis.
New Efficient Palladium-Catalyzed Perfluoroalkylation of Carbon-Carbon Multiple Bonds with F-Alkyl Iodides. An Expedient Route to F-Alkylated Alkyl and Alkenyl Iodides
Ishihara, Takashi,Kuroboshi, Manabu,Okada, Yoshiji
, p. 1895 - 1896 (2007/10/02)
A variety of alkenes and alkynes efficiently undergo the perfluoroalkylation with F-alkyl iodides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium(0) in hexane to give good yields of the corresponding F-alkylated alkyl and al
