100264-05-9Relevant academic research and scientific papers
Silyl-mediated photoredox-catalyzed Giese reaction: Addition of non-activated alkyl bromides
Elmarrouni, Abdellatif,Ritts, Casey B.,Balsells, Jaume
, p. 6639 - 6646 (2018/08/24)
The emergence of photoredox catalysis has enabled the discovery of mild and efficient conditions for the generation of a variety of radical reaction platforms. Herein is disclosed the development of a conjugate addition reaction of non-activated alkyl bromides to Michael acceptors under visible-light photoredox catalysis. Optimization of the reaction was achieved using high-throughput experimentation (HTE) tools to enable the identification of mild, general and practical reaction conditions. A diverse set of alkyl bromides was successfully added to cyclic or acyclic α,β-unsaturated esters and amides. The features of this transformation allowed also access to a key intermediate of Vorinostat, an HDAC inhibitor used to fight cancer and HIV.
