Direct functionalization of white phosphorus by organolithium reagents to organophosphorus compounds

Decarboxylative Selective Phosphorylation of Aliphatic Acids: A Transition‐Metal‐ and Photocatalyst‐Free Avenue to Dialkyl and Trialkyl Phosphine Oxides from White Phosphorus

“…A recent breakthrough reported by Xi and Zhang et al involved the cooperative nucleophilic attack of two C(sp 2 )À Li bonds on P 4 to afford phospholyl lithium derivatives quantitatively (Scheme 1B-b). [15] P 4 has been successfully employed as an efficient radical trap for the straightforward synthesis of OPCs. In 1980, Barton et al conducted a pioneering study on the activation of P 4 by carbon-centered radicals generated from Barton esters.…”

Activation of CS2 with the 2H-Phosphindole Complex to Construct P,S-Polycycles

“…Due to the unique electronic properties of heavier main-group elements, many studies determined that many low-coordinate main-group element species display high reactivity toward small molecules such as H 2 , C 2 H 4 , CO, and P 4 . Recently, important progress has also been made with the activation of CS 2 by low-coordinate main-group compounds .…”

Direct synthesis of phosphorotrithioates from [TBA][P(SiCl3)2] and disulfides

“…The most common route involves the use of Cl 2 , through the highly toxic compound PCl 3 , which then reacts with corresponding nucleophilic reagents while releasing large amounts of hydrochloric acid, with much environmental contamination. 2 In recent years, several methods involving direct activation of white phosphorus for producing organophosphorus compounds have been gradually developed, including those involving (1) the formation of arylated phosphines (Ar 3 P) and related phosphonium salts (Ar 4 P + ), [3][4][5][6] (2) construction of novel complex organophosphorus compounds by obtaining stable aryl P 4 anion structures under the action of Lewis bases and acids, 7,8 (3) activation of P 4 with bilithium reagents to prepare phosphorylated cyclopentadienyl lithium salts and phosphorus-containing cyclic organometallic compounds, [9][10][11] etc. Owing to the potential dangers of direct conversions of P 4 to P 1 products, there is a strong desire to discover more environmentally friendly and safer inorganic phosphorus sources for the synthesis of various OPCs.…”