131156-36-0Relevant articles and documents
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.
Selective aryl α-diimine/palladium-catalyzed bis-alkoxycarbonylation of olefins for the synthesis of substituted succinic diesters
Fini, Francesco,Beltrani, Michela,Mancuso, Raffaella,Gabriele, Bartolo,Carfagna, Carla
, p. 177 - 184 (2015/01/30)
Aryl α-diimine derivatives have been used, for the first time, as efficient new ligands for the palladium-catalyzed oxidative bis-alkoxycarbonylation reaction of olefins. The most active catalyst was formed in situ from bis(9-anthryl)-2,3-dimethyl-1,4-dia
Selective Mono- and Bis(alkoxycarbonylation)s of Olefins Catalyzed by Palladium in the Presence of Cu(I) or Cu(II) Chloride under Remarkably Mild Conditions. Application to the Synthesis of γ-Butyrolactone Derivatives
Toda, Shiho,Miyamoto, Masanori,Kinoshita, Hideki,Inomata, Katsuhiko
, p. 3600 - 3606 (2007/10/02)
Palladium-catalyzed mono- and bis(alkoxycarbonylation)s of the olefins were controlled by the use of copper(II) and copper(I) chloride, respectively, in alcohol under normal pressure of carbon monoxide and oxygen at room temperature without any other additives. 3-Buten-1-ols gave the corresponding γ-butyrolactones and 2-oxotetrahydrofuran-3-acetic acid esters, respectively, in high yields.