Acetic Acid-Promoted Photoredox Catalyzed Trifluoromethylation of Aldehyde Hydrazones

Abstract

Radical C(sp2)-H trifluoromethylation of aromatic aldehyde hydrazones is achieved in moderate to high yields under oxidative photoredox catalysis conditions, using inexpensive, bench-stable sodium trifluoromethanesulfinate (Langlois reagent), and Rose Bengal (RB) as the photocatalyst in the presence of acetic acid as the promoter. Acetic acid accelerates the rates of trifluoromethylation reactions and substantially attenuates the formation of the adventitious byproducts.

Department(s)

Chemistry

Keywords and Phrases

Hydrazones; Langlois reagent; Photoredox catalysis; Rose Bengal; Trifluoromethylation

International Standard Serial Number (ISSN)

0022-1139

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 2023 Elsevier, All rights reserved.

Publication Date

01 Sep 2022

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