Organophotoredox-Driven Three-Component Synthesis of β-Trifluoromethyl β-Amino Ketones

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 30, 2025

In this work, we present a photoredox three-component reaction that enables the synthesis of medicinally relevant β-trifluoromethyl β-amino ketones from N-trifluoroethylhydroxylamine derivative, styrenes and DMSO. Remarkably, fluoromethyl, difluoromethyl pentafluoroethyl analogues are also accessed using same conditions. The mechanistic investigations, including radical trapping experiments, cyclic voltammetry, Stern-Volmer quenching studies isotope labelling experiments support photoinduced radical/polar crossover Kornblum-type oxidation mechanisms. Finally, applicability organic skeletons is showcased by notable derivatization reactions.

Язык: Английский

Photocatalyst-free Light-Mediated Three-Component Alkoxy-, Hydroxy-, and Azidotrifluoromethylation of Alkenes

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(23), С. 6660 - 6665

Опубликована: Янв. 1, 2024

A photocatalyst-free method enables efficient alkene difunctionalization in CF 3 -rich organic environments using accessible starting materials. This protocol is applicable for the synthesis of alkoxy, hydroxy, and azido derivatives.

Язык: Английский