772-67-8Relevant articles and documents
Fluoro-Substituted Methyllithium Chemistry: External Quenching Method Using Flow Microreactors
Colella, Marco,Degennaro, Leonardo,Higuma, Ryosuke,Ishikawa, Susumu,Luisi, Renzo,Nagaki, Aiichiro,Takahashi, Yusuke,Tota, Arianna
, p. 10924 - 10928 (2020/05/08)
The external quenching method based on flow microreactors allows the generation and use of short-lived fluoro-substituted methyllithium reagents, such as fluoromethyllithium, fluoroiodomethyllithium, and fluoroiodostannylmethyllithium. Highly chemoselective reactions have been developed, opening new opportunities in the synthesis of fluorinated molecules using fluorinated organometallics.
Toward a Unified Mechanism for Oxoammonium Salt-Mediated Oxidation Reactions: A Theoretical and Experimental Study Using a Hydride Transfer Model
Hamlin, Trevor A.,Kelly, Christopher B.,Ovian, John M.,Wiles, Rebecca J.,Tilley, Leon J.,Leadbeater, Nicholas E.
, p. 8150 - 8167 (2015/09/02)
A range of oxoammonium salt-based oxidation reactions have been explored computationally using density functional theory (DFT), and the results have been correlated with experimentally derived trends in reactivity. Mechanistically, most reactions involve a formal hydride transfer from an activated C-H bond to the oxygen atom of the oxoammonium cation. Several new potential modes of reactivity have been uncovered and validated experimentally.
Fluoro-substituted ketones from nitriles using acidic and basic reaction conditions
Raja, Erum K.,Klumpp, Douglas A.
supporting information; experimental part, p. 5170 - 5172 (2011/10/13)
Fluoro-substituted aliphatic nitriles are shown to undergo the Houben-Hoesch reactions with arenes in CF3SO3H to give fluoro-substituted ketones in good yields. The fluorine substituents appear to enhance the reactivities of the nitriles (and the nitrilium ion intermediates) compared to similar aliphatic nitriles. Fluoro-substituted ketones are also shown to be accessible through the reactions of organometallic reagents and fluoro-substituted nitriles.