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Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 4559-70-0 Diphenylphosphine oxide 
• 106-42-3 para-xylene 
• 1707-03-5 diphenyl-phosphinic acid 
• 589-18-4 4-Methylbenzyl alcohol 
• 104-82-5 4-Methylbenzyl chloride 
• 104-81-4 4-Methylbenzyl bromide 
• 1079-66-9 chloro-diphenylphosphine 

Relevant academic research and scientific papers

Tf2O/DMSO-Promoted P-O and P-S Bond Formation: A Scalable Synthesis of Multifarious Organophosphinates and Thiophosphates

A Tf2O/DMSO-based system for the dehydrogenative coupling of a wide range of alcohols, phenols, thiols, and thiophenols with diverse phosphorus reagents has been developed. This metal- and strong-oxidant-free strategy provides a facile approach to a great variety of organophosphinates and thiophosphates. The simple reaction system, good functional-group tolerance, and broad substrate scope enable the application of this method to the modification of natural products and the direct synthesis of bioactive molecules and flame retardants.

O-Phosphination of Aldehydes/Ketones toward Phosphoric Esters: Experimental and Mechanistic Studies

Addition of P-H species to carbonyl groups, namely the Pudovik reaction, normally delivers hydroxyl phosphorus compounds, along with phosphate byproducts in some cases. A few controllable systems starting from phosphites were set up to mainly provide the phosphates. Herein, we present a highly selective protocol starting from phosphonate precursors leading to phosphinate derivatives. Enantioenriched phosphinates were successfully achieved from chiral phosphine oxide precursors. Experimental and theoretical investigations were conducted to understand the mechanistic details.

Method for preparing organic phosphate compound by taking P (O)- OH compound and methyl-substituted aromatic hydrocarbon

The invention provides a high-efficiency and high-selectivity synthetic method for organic phosphate derivatives containing different substituted functional groups. The method uses tetrabutylammoniumiodide as a catalyst and uses a P(O)-OH-containing compound and a methyl-containing aromatic hydrocarbon compound as reaction substrates, and an organic solvent and an oxidant are added in the reaction system. The method has the advantages that the catalyst is cheap and easy to obtain, the substrate applicability is high, the reaction conditions are mild, safe and reliable, the selectivity of an obtained target product is close to 100%, and the yield is up to 90% or more. The method solves shortages in traditional organic phosphate ester compound synthetic methods that reaction selectivity ispoor, reaction steps are complicated, the yield is low, environmentally-harmful agents are used and the like, and has better industrial application prospects. The invention also provides the corresponding organic phosphate derivatives containing the different substituted functional groups.

Cetyltrimethyl ammonium bromide catalysed oxidative cross dehydrogenative coupling of benzylic C(sp3)-H bonds in methylarenes with P(O)-OH compounds

An efficient metal-free method for the synthesis of organophosphorus compounds via oxidative cross dehydrogenative coupling of benzylic C(sp3)-H bonds in methylarenes with P(O)-OH compounds catalysed by cetyltrimethyl ammonium bromide (CTAB) is

Bu4NI-Catalyzed Dehydrogenative Coupling of Diaryl Phosphinic Acids with C(sp3)-H Bonds of Arenes

An efficient phosphorylation of C(sp3)-H bonds of arenes with diaryl phosphinic acids via Bu4NI-catalyzed dehydrogenative coupling has been developed. This transformation proceeds efficiently under transition-metal-free reaction conditions and represents a straightforward method to prepare valuable organophosphorus compounds from readily available arenes and diaryl phosphinic acids.

Perfluoroalkanosulfonyl fluoride-assisted Atherton–Todd-like reaction of diphenylphosphine oxide with alcohols under air generating diphenylphosphinate esters

An efficient method for the synthesis of diphenylphosphinate esters via the Atherton–Todd-like reaction of diphenylphosphine oxide with alcohols assisted by perfluoroalkanosulfonyl fluoride in the presence of triethylamine under air is achieved affording the corresponding diphenylphosphinate esters in moderate to good yields of 52–78%. The protocol features the use of non-toxic and stable perfluoroalkanosulfonyl fluoride and metal-free reaction conditions.

Iron-catalyzed clean dehydrogenative coupling of alcohols with P(O)-H compounds: A new protocol for ROH phosphorylation

An efficient oxygen-phosphoryl bond-forming reaction via iron-catalyzed cross dehydrogenative coupling has been developed. This transformation proceeds efficiently under oxidant- and halide-free reaction conditions with H2 liberation, and represents a straightforward method to prepare valuable organophosphoryl compounds from the readily available alcohols and P(O)-H compounds.

Base-promoted O-deprotonation/alkylation reaction of P(O)-OH compounds with alkyl halides

A novel base-promoted O-deprotonation/alkylation reaction of P(O)-OH compounds with alkyl halides has been developed. The protocol is practical, representing a simple way to produce a broad spectrum of functionalized phosphinates, phosphonates, and phosphates from basic starting materials with good to excellent yields. A plausible mechanism was proposed for this reaction.

Tetrabutylammonium iodide-catalyzed phosphorylation of benzyl c-h bonds via a cross-dehydrogenative coupling (cdc) reaction

Phosphate esters play important roles as biological active principles and synthons in chemistry. An efficient metal-free approach for the synthesis of phosphate esters through sp3 C-H activation is described. By using tetrabutylammonium iodide (Bu4NI) as a catalyst and tert-butyl hydroperoxide (TBHP) as an oxidant, various toluene derivatives and phosphorus nucleophiles are tolerated in this transformation, affording the corresponding products in moderate to good yields.

The Reactivity of Organophosphorus Compounds. Part 35. Pyrolysis of 3-Aryl- and 3-Alkyl-2,3-dihydro-1,3,2-benzoxazaphosph(V)oles

Pyrolysis of 2,2-diphenyl-2-methoxy derivatives of the title compounds in the gas phase gives phosphinates or phosphinamidates derived from the substrate by formal loss of methylene.Control experiments show that the reaction involves radical cleavage initiated by rupture of the oxazaphosph(V)ole ring.Pyrolysis of 3-aryl-2,2-dimethoxy-2-phenyl derivatives of the title compounds under similar conditions results in the formation of 3-aryl-2,3-dihydro-2-oxo-2-phenyl-1,3,2-benzoxazaphospholes.No significant products could be isolated from 2,2,2-trimethoxy derivatives, though vigorous conditions were required for their complete breakdown.The pyrolysis of the corresponding 2,2-diphenyl-2-ethoxy, 2,2-diethoxy-2-phenyl, and 2,2,2-triethoxy compounds gave higher yields of similar products, possibly via a six-centre concerted elimination.