Visible Light Induced Organophotoredox Catalyzed β-Hydroxytrifluoromethylation of Unactivated Alkenes

21 March 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Herein, we report a mild transition metal-free organophotoredox catalyzed approach for β-hydroxytrifluoromethylation of unactivated alkenes using CF3SO2Na and acridinium salt. The protocol is compatible with various mono, di- and tri-substituted aliphatic unactivated alkenes containing numerous functional groups and natural product derivatives. Further, the post-synthetic modifications of synthesized trifluoromethylated products have been demonstrated through cross-coupling and functional group interconversion reactions. The method proved to be scalable and also it works smoothly un-der direct exposure of sunlight. A plausible mechanism has been proposed based on fluorescence quenching experiment and cyclic voltammetry analysis.

Keywords

β-Hydroxytrifluoromethylation
Organophotoredox
Unactivated Alkene
Reductive Quenching
Visible light

Supplementary materials

Title
Description
Actions
Title
Visible Light Induced Organophotoredox Catalyzed β-Hydroxytrifluoromethylation of Unactivated Alkenes
Description
The supporting information gives a detailed general experimental procedures, experimental data and copies of proton, flourine and carbon NMR spectra. Gives a deatiled control experiments as well. This ESI also gives single crystal X-ray diffraction data, cyclic voltammograms, fluorescence quenching experiments etc. .
Actions

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.