Ionic liquids as beneficial medium for electrochemically induced transformation and functionalization of white phosphorus

Formation of N−P(O)−S Bonds from White Phosphorus via a Four‐Component Reaction

“…Next, the substrate scope of the method was extended to primary amines. As expected, the longchain aliphatic amines and 2-phenylethan-1-amine were compatible under the reaction conditions, producing products (15)(16)(17)(18)(19) in yields ranging from 70% to 89%. The approximate yields were also obtained for benzyl amine analogues containing heteroaromatic motifs, such as 2-thiophenemethylamine (20) and furfuryl amine (21).…”

“…[15] In 2019, Gryaznova et al used ionic liquids to electrochemically promote the selective P 4 tetrahedron opening in an alcohol medium, and unexpected phosphorylated imidazoles that have both PÀ C and PÀ O bonds were discovered (Scheme 1A). [16] In 2020, our group reported the formation of mixed phosphorotrithioates involving PÀ O and two different PÀ S bonds in one step from P 4 , disulfides and KOH (Scheme 1B). [17] And, as far as we are aware, there has never been a four-component reaction from P 4 .…”