Delamare, Aline; Naulet, Guillaume; Kauffmann, Brice; Guichard, Gilles; Compain, Guillaume published an article in 2022, the title of the article was Hexafluoroisobutylation of enolates through a tandem elimination/allylic shift/hydrofluorination reaction.COA of Formula: C7H10O3 And the article contains the following content:
The first general method to introduce the hexafluoroisobutyl group into ketoesters, malonates, 1,3-diketones, Schiff base esters and malononitrile C(R)(R1)(R2)CH2CH(CF3)2 [R = C(O)Me, C(O)OEt, C(O)C6H5, etc.; R1 = C(O)OEt, C(O)Me, CN, etc.; R2 = Me, i-Pr, Bn, etc.] was reported. The reaction occurs through an elimination/allylic shift/hydrofluorination cascade process which efficiently overcomes the usual fluoride β-elimination observed with α-CF3-vinyl groups. The alkali metal bases, a pentafluorinated alkene is obtained predominantly, whereas the use of tetrabutylammonium fluoride (TBAF) allows hydrofluorination to occur. This tandem process represents a conceptually new pathway to synthesize bis-trifluoromethylated compounds This methodol. was applied to the multigram-scale synthesis of enantiopure (S)-5,5,5,5′,5′,5′-hexafluoroleucine. The experimental process involved the reaction of Methyl 2-cyclopentanonecarboxylate(cas: 10472-24-9).COA of Formula: C7H10O3
The Article related to hexafluoisobutyl ester malononitrile preparation, enolate bromomethyl hexafluoropropane tandem hexafluoroisobutylation elimination hydrofluorination reaction, General Organic Chemistry: Synthetic Methods and other aspects.COA of Formula: C7H10O3
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