Generation of Phosphorus-Centered Radicals via Homolytic Substitution at Sulfur
Organic Letters2007Vol. 9(6), pp. 1061–1063
Citations Over TimeTop 10% of 2007 papers
Paola Carta, Nicolas Puljic, Carine Robert, Anne‐Lise Dhimane, Louis Fensterbank, Emmanuel Lacôte, Max Malacrìa
Abstract
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. [reaction: see text]
Related Papers
- → Homolytic substitutions in indolinone nitroxide radicals—III(1982)54 cited
- → Ab initio study of the homolytic additions of aminyl radicals and ammoniumyl cation radicals to alkenes(1994)5 cited
- → Homolytic aromatic substitution by heterocyclic free radicals. Part II. 3-Thienyl radicals(1968)11 cited
- → ChemInform Abstract: HIGH PRESSURE STUDIES. XVIII. ONE‐BOND AND TWO‐BOND HOMOLYTIC SCISSION OF TERT‐BUTYL P‐NITROPHENYLPERACETATE(1976)3 cited
- Molecule-induced homolysis in coal chemistry: radical intermediates in the thermal decomposition of 1,2-dihydronaphthalene(1983)