114768-15-9Relevant academic research and scientific papers
Catalyst- and solvent-free hydrophosphination and multicomponent hydrothiophosphination of alkenes and alkynes
Moglie, Yanina,González-Soria, María José,Martín-García, Iris,Radivoy, Gabriel,Alonso, Francisco
supporting information, p. 4896 - 4907 (2016/10/06)
The hydrophosphination of carbon-carbon multiple bonds has been generally performed under acid, base or metal catalysis in different solvents. Herein, alkyl and alkenyl tertiary phosphines are obtained by the addition of diphenylphosphine to alkenes and alkynes, respectively, in the absence of a solvent and a catalyst. In the presence of elemental sulfur, the corresponding alkyl and alkenyl tertiary phosphine sulfides are synthesized in a three-component process. These simple methods, which meet most of the principles of Green Chemistry, are highly regioselective towards the anti-Markovnikov products and diastereoselective towards the Z alkenyl phosphines. The mechanistic aspects of the reactions are also tackled and the efficiency of the latter is compared with that of the catalytic methods.
Radical addition reactions of phosphorus hydrides: Tuning the reactivity of phosphorus hydrides, the use of microwaves and horner-wadsworth-emmons-type reactions
Jessop, Christopher M.,Parsons, Andrew F.,Routledge, Anne,Irvine, Derek J.
, p. 1547 - 1554 (2007/10/03)
The reactivity of phosphorus hydrides in radical addition reactions are compared, and the substituents on phosphorus are shown to affect the efficiency of the reactions. The change in reactivity is attributed to the different bond dissociation energies of the P-H bonds, which have been calculated. Phosphorus hydrides with particularly weak P-H bonds are shown to undergo radical additions by microwave irradiation, in the absence of conventional initiators. These radical addition reactions produce phosphonothioates, phosphinothioates and phosphane sulfides, which react in HWE-type reactions, to afford substituted alkenes. copy; Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Radical addition reactions of diphenylphosphine sulfide
Parsons, Andrew F.,Sharpe, David J.,Taylor, Philip
, p. 2981 - 2983 (2007/10/03)
Radical additions of diphenylphosphine sulfide [Ph2P(S)H] to various C=C bonds offers a general, mild and efficient approach to alkyl(diphenyl)phosphine sulfides. Georg Thieme Verlag Stuttgart.
PHASE-TRANSFER CATALYTIC ALKYLATION OF HYDROTHIOPHOSPHORYL COMPOUNDS. IV. REACTIONS WITH PRIMARY ALKYL HALIDES
Aladzheva, I. M.,Odinets, I. L.,Petrovskii, P. V.,Mastryukova, T. A.,Kabachnik, M. I.
, p. 431 - 437 (2007/10/02)
A convenient general method for the synthesis of compounds containing a thiophosphoryl group was elaborated on the basis of the Michaelis-Becker reaction with the use of the method of phase-transfer catalysis. The influence of the nature of the hydrothiophosphoryl compounds, of the alkylating agents, and of the reaction conditions on the yields of alkylated products was investigated in detail.
