934538-83-7Relevant academic research and scientific papers
Intramolecular homolytic substitution at the sulfur atom: an alternative way to generate phosphorus- and sulfur-centered radicals
Carta, Paola,Puljic, Nicolas,Robert, Carine,Dhimane, Anne-Lise,Ollivier, Cyril,Fensterbank, Louis,Lac?te, Emmanuel,Malacria, Max
experimental part, p. 11865 - 11875 (2009/04/06)
Two efficient procedures involving tin hydride or thiophenol-mediated intramolecular homolytic substitution at the sulfur atom are reported. They lead to the generation of varied P(V)-centered radicals from the corresponding aryl or alkyne thiophosphorus substrates. The radical formed can be trapped by an olefin via an intermolecular addition, leading to the construction of C-P bonds. Thiophosphination of triple bonds was also achieved using a radical cycloisomerization process. Extension of the methodology to sulfur-containing species was examined.
Generation of phosphorus-centered radicals via homolytic substitution at sulfur
Carta, Paola,Puljic, Nicolas,Robert, Carine,Dhimane, Anne-Lise,Fensterbank, Louis,Lacote, Emmanuel,Malacria, Max
, p. 1061 - 1063 (2007/10/03)
(Chemical Equation Presented) A novel radical domino process relying on the homolytic cleavage of P-S bonds allows the preparation of phosphorus-containing molecules through addition of P-centered radicals onto olefins. The key step of this reaction is a homolytic substitution on a sulfur atom. The scope of the reaction is broad. Diaminophosphonyl radicals whose reactivity was unknown react smoothly with olefins. Use of tin hydride can be avoided. A radical thiophosphinoylation of triple bonds has been uncovered.
