Die Trifluormethylierung von Arenen und Heteroarenen

Abstract

Vielversprechendes: Der immer größer werdende Bedarf an trifluormethylierten Arenen und Heteroarenen stellt eine große Herausforderung dar, der mit der Entwicklung von Trifluormethylierungsreaktionen begegnet wurde. In diesem Highlight werden mehrere effektive Ansätze für die Trifluormethylierung im späten Reaktionsstadium und die Verwendung von einfachen und preiswerten Trifluormethylierungsreagentien vorgestellt.

Practical Methods for the Synthesis of Trifluoromethylated Alkynes: Oxidative Trifluoromethylation of Copper Acetylides and Alkynes

“…[1] As with all fluorine-containing derivatives, the incorporation of the trifluoromethyl motif, which is absent in Nature, [2] into an organic molecule results in deep modifications of its chemical and physical properties including, among others, its basicity, hydrophobicity, conformation, binding selectivity or metabolic stability. [4] Besides the development of these new trifluoromethylation processes, new trifluoromethylated building blocks are also emerging. [4] Besides the development of these new trifluoromethylation processes, new trifluoromethylated building blocks are also emerging.…”

Three‐component Oxytrifluoromethylation of Alkenes: Highly Efficient and Regioselective Difunctionalization of CC Bonds Mediated by Photoredox Catalysts

“…[6] Trifluoromethylation of aromatic compounds is a hot research area and effective methods have been established. [7] In contrast, it is apparent that trifluoromethylation of simple alkenes is still developing. [8][9][10][11] Recently, Parsons and Buchwald,…”

Highly Enantioselective Decarboxylative Mannich Reaction of Malonic Acid Half Oxyesters with Cyclic Trifluoromethyl Ketimines: Synthesis of β‐Amino Esters and Anti‐HIV Drug DPC 083

“…These results indicated that the strong electron-withdrawing di-and trifluoromethyl groups are critical for the reactivity and selectivity of this decarboxylative Mannich reaction. [10] The utility of this decarboxylative Mannich products was demonstrated by the following transformations (Scheme 2). Starting from the adduct (R)-3 i, a simple reduction of the ester moiety with NaBH 4 , followed by cyclization to the amide nitrogen, gave 5,9b- (5) containing an azetidine moiety, which is a key subunit found in a number of bioactive natural products (Scheme 2 a).…”