52891-02-8Relevant academic research and scientific papers
Hydroaminomethylation in Aqueous Solvent Systems – An Efficient Pathway to Highly Functionalized Amines
Fa?bach, Thiemo A.,Sommer, Fridolin O.,Vorholt, Andreas J.
, p. 1473 - 1482 (2018)
Tandem-catalyzed hydroaminomethylation is a useful tool for synthesizing linear amines from olefins and amines in an atom-efficient manner. To enable the coupling of highly functionalized, hydrosoluble amines with non-water-soluble olefins, this reaction must be transferred to aqueous biphasic solvent systems. In this work, we systematically evaluate reaction conditions to provide a selective hydroaminomethylation of 1-octene with diethanolamine as model substrates. Although water is both the condensation side product and the solvent, yields of 79% were achieved using a catalytic system consisting a rhodium precursor and a sulfonated diphosphine ligand. This approach was applied to other functionalized amines, proving this concept is a suitable tool for the catalytic alkylation of highly functionalized amines. (Figure presented.).
