3096-05-7

Upstream product

• 150-60-7 dibenzyl disulphide 
• 75980-60-8 (2,4,6-trimethylbenzoyl)diphenylphosphine oxide 
• 4403-73-0 benzylsulfinic acid 
• 4559-70-0 Diphenylphosphine oxide 
• 100-39-0 benzyl bromide 
• 100-53-8 phenylmethanethiol 
• 1939-99-7 benzenesulfonyl chloride 
• 1079-66-9 chloro-diphenylphosphine 
• 3012-37-1 benzyl thiocyanate 
• 14278-72-9 [phenyl(sulfanyl)phosphoroso]benzene 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 14204-23-0 N-(benzylthio)succinimide 

Downstream Products

• 59579-04-3 C₂₁H₂₁OPS 
• 59579-03-2 1-Methylbutyldiphenylphosphinoxid 

Relevant academic research and scientific papers

Three-Component Coupling Reaction in Water: A One-Pot Protocol for the Construction of P–S–C(sp3) and P–Se–C(sp3) Bonds

A one-pot, three-component coupling reaction of primary alkyl halides (or tosylates), elemental sulfur/selenium, and P(O)–H compounds in water was developed. This procedure affords valuable phosphorothioates/phosphoroselenoates, including P-chiral compounds, with broad substrate scope and high efficiency. Moreover, this facile protocol can be applied to gram-scale preparations.

Preparation method of benzyl thiophosphonate

The invention relates to a preparation method of benzyl thiophosphonate, which comprises the following steps: (1) mixing an aldehyde ketone compound, diphenyl thiophosphonic acid, an organic silicon reagent and Bronsted acid, and reacting to obtain a reaction solution; and (2) separating and purifying the reaction liquid obtained in the step (1) to obtain the benzyl thiophosphonate. Compared with the prior art, the preparation method disclosed by the invention is simple in process, convenient to operate, cheap and easily available in raw materials and mild in reaction condition, and has a good development prospect.

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.

High-efficiency green preparation method of thio-organic phosphonic acid derivative

The invention discloses a high-efficiency green preparation method of a thio-organic phosphonic acid derivative. The thio-organic phosphonic acid derivative is directly prepared by reaction of a P (O)-H compound, sulfur powder and alcohol, the reaction temperature is 80-120 DEG C, and the reaction time is 12-48 hours. According to the method, alcohol and sulfur powder which are stable, easy to obtain, low in price and relatively green can be directly used as raw materials, the P (O)-H compound can be directly used without any activation treatment, and the P (O)-H compound, sulfur powder and alcohol can directly react under the one-pot condition to efficiently prepare the thio-organic phosphonic acid derivative without any transition metal or non-metal catalyst and an additive. The method has the advantages of low requirements on reaction conditions, simplicity and feasibility in operation, no need of inert gas protection, water as a byproduct and small green pollution, and has high academic value and potential wide application prospect due to the wide application of the thio-organic phosphonic acid derivative in the fields of pesticides, medicines, materials and the like.

An Alternative Metal-Free Aerobic Oxidative Cross-Dehydrogenative Coupling of Sulfonyl Hydrazides with Secondary Phosphine Oxides

An alternative metal-free, efficient and practical approach for the preparation of phosphinothioates is established via the aerobic oxidative cross-dehydrogenative coupling (CDC) of sulfonyl hydrazides with secondary phosphine oxides catalyzed by tetrabutylammonium iodide (TBAI) in the presence of atmospheric oxygen. The strategy provides an array of diverse phosphinothioates in good to excellent yields. Furthermore, two representative bioactive molecules are synthesized on up to gram scale by utilizing this method.

A Robust Methodology for the Synthesis of Phosphorothioates, Phosphinothioates and Phosphonothioates

A robust methodology for the synthesis of phosphorothioates, phosphinothioates and phosphonothioates, including those bearing low molecular weight S-alkyl side-chains, is presented. Application of the “caesium effect” in conjunction with the disulfide 3,3’-dithiobis(propionitrile), which acts as a shelf-stable sulfur source, avoids recourse to malodorous alkanethiols and toxic P?Cl precursors. A diverse range of sulfur-containing organophosphorus targets, including phosphorus-based heterocycles, may be prepared in consistently high yields. This chemistry also provides ready access to the corresponding DBU salts which are potential substrates for Pd-catalysed coupling reactions. (Figure presented.).

Novel method for preparing thiophosphonate through oxidative dehydrogenation coupled reaction of copper-catalyzed diarylphosphine oxide and mercaptan

The invention provides a method for efficiently and highly selectively synthesizing thiophosphonate derivatives containing different substituted functional groups. According to the method, cuprous iodide is used as a catalyst, 2,2 '-dipyridyl is used as a ligand, pyridine is used as alkali, oxygen is used as an oxidizing agent, diarylphosphine oxide and a mercaptan compound are used as reaction substrates, and an organic solvent is added into a reaction system. The method has the advantages that the catalyst and the oxidant are cheap and easily available; substrate applicability is high; reaction conditions are mild, safe and reliable; the selectivity of the obtained target product is close to 100%; and the yield of the target products is as high as 90% or above. The method overcomes the defects of poor reaction selectivity, complex reaction steps, low yield, need for reagents harmful to the environment and the like in traditional synthesis of thiophosphonate derivatives, and has goodindustrial application prospects. The invention also provides the corresponding thiophosphonate derivatives containing different substituted functional groups at the same time.

Preparation method of compound containing P-O bond or P-S bond

The invention discloses a preparation method of a compound containing a P-O bond or a P-S bond. The method comprises the following steps: a compound containing hydroxyl or sulfydryl and a phosphorus reagent are taken as initial raw materials; then, the initial raw materials are put into an inert gas atmosphere; and under the action of trifluoromethanesulfonic anhydride (Tf2O) and dimethyl sulfoxide (DMSO), the compound containing hydroxyl or sulfydryl, the phosphorus reagent, the trifluoromethanesulfonic anhydride and the dimethyl sulfoxide in a molar ratio of (1-5): (1-2.5): (2-3): 2 react inan organic solvent at the reaction temperature of 25-100 DEG C for 6-20 hours to obtain the compound with the structural general formula (I). The reagents used in the method are low in toxicity and environmentally friendly, and use of precious metal catalysts high in price and toxicity is avoided. The reagents trifluoromethanesulfonic anhydride (Tf2O) and dimethyl sulfoxide (DMSO) used in the method are low in toxicity and very low in cost, so that the method is green, environment-friendly, high in economy and suitable for large-scale production.

Highly atom-economical, catalyst-free, and solvent-free phosphorylation of chalcogenides

Silica gel promoted, catalyst-free and solvent-free S-P, Se-P and Te-P bond formations are described. A variety of disulfides coupled with diarylphosphine oxides provide the corresponding phosphinothioates in excellent yields. For the first time, diselenides and ditellurides reacted with dialkyl phosphites under catalyst-free conditions to provide the corresponding phosphoroselenoates and phosphorotelluroates, respectively, in good to excellent yields.

Benign synthesis of thiophosphates, thiophosphinates and selenophosphates in neat condition using N-chalcogenoimides as the source of electrophilic sulfur/selenium

A neat reaction protocol has been developed for synthesis of thiophosphate, thiophosphinate and selenophosphate compounds. N-chalcogenoimides have been used for chalcogenylation of P(O)H moieties of various H-phosphonates under solvent, catalyst and base free condition at room temperature in aerial atmosphere. Both S-aryl and S-alkyl phosphorothioate compounds were prepared by this method in good yields. Selenophosphates were also synthesized using N-(phenylseleno)phthalimide under solvent free condition.