Recent advances in transition metal-mediated trifluoromethylation reactions

Abstract

Fluorine compounds are known for their abundance in more than 20% of pharmaceutical and agrochemical products mainly due to the enhanced lipophilicity, metabolic stability and pharmacokinetic properties of organofluorides. Consequently,...

Construction of trifluoromethyl-containing heterocycles from trifluoroacetimidoyl chlorides and derivatives

“…The former has gained enormous growth over the past decades, which is demonstrated by a range of transition metal-mediated and metal-free trifluoromethylation reactions. 4 Many trifluoromethyling agents, including Langlois reagent, Ruppert–Prakash reagent, Togni's reagent, Umemoto's reagent, and other newly developed trifluoromethyl-containing reagents, have been extensively applied to forge structurally diverse trifluoromethyl-substituted heterocycles through different types of cross-coupling reactions (Scheme 1(a)). For the latter strategy, several trifluoromethyl-containing synthons are exploited to directly produce trifluoromethyl-substituted heterocycles via cascade annulation reactions (Scheme 1(b)).…”

Redox-Neutral Decarboxylative and Desulfonylative C(sp3) Trifluoromethylation: Method Development and Mechanistic Inquiry

“…The importance of fluorine in medicinal chemistry cannot be undermined. − By incorporating fluorine into organic molecules, their physical, chemical, and biological properties can be drastically altered, making it vital for drug discovery . In fact, 57 out of the Top 200 Small Molecule Pharmaceuticals by Retail Sales in 2021 contain fluorine .…”

Selectively Tunable Synthesis of α-Trifluoromethyl Ketones

“…Given the incorporation of a trifluoromethyl group into molecules can significantly change their lipophilicity, metabolic stability, and many other properties, considerable achievements have been made in the development of novel synthetic routes to trifluoromethylated skeletons . Among them, due to the great versatility of carbonyls, much attention has been paid to α-CF 3 carbonyl compounds.…”