Di(hydroperoxy)alkane Adducts of Phosphine Oxides: Safe, Solid, Stoichiometric, and Soluble Oxidizing Agents
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چکیده
منابع مشابه
Synthesis, purification, and characterization of phosphine oxides and their hydrogen peroxide adducts.
Reactions of the tertiary phosphines R(3)P (R = Me, Bu, Oct, Cy, Ph) with 35% aqueous H(2)O(2) gives the corresponding oxides as the H(2)O(2) adducts R(3)P=O·(H(2)O(2))(x) (x = 0.5-1.0). Air oxidation leads to a mixture of products due to the insertion of oxygen into one or more P-C bonds. (31)P NMR spectroscopy in solution and in the solid state, as well as IR spectroscopy reveal distinct feat...
متن کاملPalladium-catalyzed air-based oxidative coupling of arylboronic acids with H-phosphine oxides leading to aryl phosphine oxides.
We present a novel and highly efficient methodology that allows for the construction of C-P bonds via the palladium-catalyzed air-based oxidative coupling of various commercially available arylboronic acids with easily oxidized H-phosphine oxides leading to valuable aryl phosphine oxides, particularly triarylphosphine oxides, with the use of air as the green oxidant, broad substrate applicabili...
متن کاملSimple unprecedented conversion of phosphine oxides and sulfides to phosphine boranes using sodium borohydride.
A variety of phosphine oxides and sulfides can be efficiently converted directly to the corresponding phosphine boranes using oxalyl chloride followed by sodium borohydride. Optically active P-stereogenic phosphine oxides can be converted stereospecifically to phosphine boranes with inversion of configuration by treatment with Meerwein's salt followed by sodium borohydride.
متن کاملAsymmetric synthesis of trans-disubstituted cyclopropanes using phosphine oxides and phosphine boranes.
The stereocontrolled synthesis of trans-disubstituted cyclopropylketones has been achieved from beta-alkyl, gamma-benzoyl phosphine oxides via a three-step cascade reaction incorporating an acyl transfer, phosphinoyl transfer and cyclisation to form the cyclopropane. Using Evans' chiral oxazolidinone auxiliary and by masking the phosphine oxide moiety as a phosphine borane we have extended the ...
متن کاملAerobic addition of secondary phosphine oxides to vinyl sulfides: a shortcut to 1-hydroxy-2-(organosulfanyl)ethyl(diorganyl)phosphine oxides
Secondary phosphine oxides react with vinyl sulfides (both alkyl- and aryl-substituted sulfides) under aerobic and solvent-free conditions (80 °C, air, 7-30 h) to afford 1-hydroxy-2-(organosulfanyl)ethyl(diorganyl)phosphine oxides in 70-93% yields.
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ژورنال
عنوان ژورنال: Chemistry – A European Journal
سال: 2017
ISSN: 0947-6539,1521-3765
DOI: 10.1002/chem.201703676