13336-54-4

Upstream product

• 1067-43-2 tetraallyloxysilane 
• 1779-48-2 phenylphosphinic acid 
• 107-18-6 allyl alcohol 
• 2937-50-0 Allyl chloroformate 

Downstream Products

• 1207552-71-3 allyl (1-hydroxybut-2-enyl)phenylphosphinate 
• 1207552-73-5 allyl (1-hydroxy-1-methylprop-2-enyl)phenylphosphinate 
• 1207552-72-4 allyl (1-hydroxy-2-methylprop-2-enyl)phenylphosphinate 
• 16324-18-8 2-phenyl-1,2λ⁵-oxaphospholane-2-thione 
• 104284-00-6 phenyl-thiophosphonigsaeure-O-allylester 

Relevant academic research and scientific papers

Convenient synthesis of allenylphosphoryl compounds: Via Cu-catalysed couplings of P(O)H compounds with propargyl acetates

A novel Cu-catalysed substitution reaction of propargyl acetates with P(O)H compounds is developed to afford allenylphosphoryl compounds via C-P bond coupling in high yields under mild conditions. A plausible mechanism involving the nucleophilic interception of the Cu-allenylidene intermediates is proposed.

Room temperature alkynylation of H-phosphi(na)tes and secondary phosphine oxides with ethynylbenziodoxolone (EBX) reagents

Highly efficient protocols for the alkynylation of H-phosphi(na)tes and secondary phosphine oxides with silyl, aryl and alkyl ethynyl-benziodoxolone (EBX) reagents are reported. Alkynyl phosphorus compounds were obtained in 69-93% yield without the need for a transition metal catalyst at room temperature under open flask conditions.

Oxaphospholene and oxaphosphinene heterocycles via RCM using unsymmetrical phosphonates or functional phosphinates

New phosphorus heterocycles were synthesized using RCM reaction. They were prepared from unsymmetrical or polyfunctional insaturated precursor in 50 to 87% yields solving the problem of possible competitive side reactions. In parallel hydroxyphosphinate scaffolds represent a versatile starting material and could be of great interest for the synthesis of phosphosugar libraries.

Radical addition reactions of phosphorus hydrides: Tuning the reactivity of phosphorus hydrides, the use of microwaves and horner-wadsworth-emmons-type reactions

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.

Hewitt reaction revisited

A range of alkyl phenylphosphonites are prepared from the reaction of phenylphosphinic acid with the corresponding alkyl chloroformates. A mechanism for this reaction is proposed.

Orthosilicate-mediated esterification of monosubstituted phosphinic acids

(matrix presented) Monosubstituted phosphinic acids are esterified with orthosilicates in excellent yields. Phosphinylidene-containing acids react selectively under these conditions, while disubstituted phosphinic acids and phosphonic acids remain unchanged. One-pot procedures are also described for the preparation of phosphinate esters from an alcohol. This novel method provides a convenient and general alternative to more commonly employed conditions such as diazomethane or carbodiimide.