Trivalent Phosphine‐Catalyzed Reactions Using Fluorinated Building Blocks

Abstract

The development of novel synthetic methodologies to incorporate fluorine/s or fluoroalkyl group/s into the frameworks of organic molecules has become a highly prioritized research area because such modifications can tune their physiochemical and biological properties. In recent years, nucleophilic phosphine catalysis has been extensively explored to achieve this goal, and significant progress has been made. This review summarizes the methodological advancements of cycloaddition, addition and coupling reactions employing fluorinated building blocks as electrophilic and/or nucleophilic reaction partners under phosphine catalysis to construct structurally and synthetically valuable organofluorine compounds, with special emphasis on the synthetic strategies, proposed reaction mechanisms and synthetic utilities.

β-Trifluoromethylated enones as trifluoromethylated synthons in asymmetric catalysis

“…10 According to this fascinating reactivity, numerous models of organo- or organometal-catalyzed reactions of β-trifluoromethylated enones are widely investigated in the literature. Although some reviews have been published on the application of β-trifluoromethylated enones, 8,9,11 few reviews are available about its asymmetric catalysis. In this review, we herein comprehensively summarize the progress made in catalytic asymmetric reactions of β-trifluoromethylated enones to provide an updated overview for chemists working in this and related fields, facilitating the application of optically pure compounds bearing a trifluoromethyl group in asymmetric catalysis, natural products synthesis, pharmaceuticals, and agrochemicals.…”

Trivalent Phosphine-Catalyzed [4+1] Spiro-annulation Reaction Using Allenyl Imide and Methylene Cyclocompounds

“…Nucleophilic phosphine catalysis, reflecting the capacity for flexible and regulated affective reactivity of phosphines, plays a significant role in organocatalysis . Notably, the phosphine-catalyzed annulation reactions of electron-poor allenoates, including [3+2], [4+2], and [4+1] cycloadditions, have been established as a versatile tool for delivering spirocyclic frameworks.…”