Polyfluorinated heterocyclic compounds. Part 29[1]. The synthesis of 4,5,6,7,8-pentafluoro-2H-cyclohepta[b]furan-2-one and its reaction with sodium methoxide.
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Fluorine-containing heterocycles. Part II. Synthesis of perfluoroalkyl heterocycles from carbonyl compounds
2004, Advances in Heterocyclic ChemistryCitation Excerpt :A Diels–Alder reaction between hexafluoropropane-2-imine and 2,3-dimethylbutadiene at 100 °C gives an adduct in excellent yield (65JOC1398) (Scheme 18). The reaction of epichlorohydrin with hexafluoroacetone in the presence of catalytic amounts of Bu4NBr affords 2,2-bis(trifluoromethyl)-4(bromomethyl)-1,3-dioxolane 16, which on further treatment with KOH yields 2,2-bis(trifluoromethyl)-4-methylene-1,3-dioxolane 17 (92JPK311) (Scheme 19). The [4+1] cycloaddition of 4,4-bis(trifluoromethyl)-1,3-diazabuta-1,3-diene 18, obtained by a reaction of hexafluoroacetone with an amidine in the presence of a dehydrating agent, to an isonitrile gives 5-(butylimino)-1-(2,6-dimethyl-phenyl)-2-phenyl-4,4-bis(trifluoromethyl)-2-imidazoline 19 in the form of Z and E isomers (92JFC(58)345) (Scheme 20).
7-[<sup>18</sup>F]Fluoro-8-azaisatoic Anhydrides: Versatile Prosthetic Groups for the Preparation of PET Tracers
2023, Journal of Medicinal Chemistry