57557-82-1

Upstream product

• 109-65-9 1-bromo-butane 
• 50654-83-6 potassium O-ethyl phenylphosphonothioate 
• 76003-54-8 Dicyclohexyl-amine; compound with phenyl-phosphonothioic acid O-ethyl ester 
• 2386-60-9 perfluoro-1-butanesulfonyl fluoride 
• 172487-18-2 ethyl Phenylphosphinate 
• 109-79-5 n-butanethiol 

Downstream Products

• 41157-05-5 Phenylphosphonsaeure--chlorid 
• 1498-51-7 ethyl phosphodichloridite 

Relevant academic research and scientific papers

Cu(II)/Proline-Catalyzed Reductive Coupling of Sulfuryl Chloride and P(O)-H for P-S-C Bond Formation

A considerably improved method for the Cu-catalyzed coupling of sulfuryl chloride with P(O)-H was described. Using commercially available l-proline as the ligand decreased the precatalyst loading, broadened the substrate scope and greatly promoted the efficiency of the coupling reaction. Moreover, gram-scale preparation, easy-to handle and recyclable catalyst featured this transformation.

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.

Preparation method of O-alkylphenylthiophosphate

The invention relates to the technical field of organic synthesis and discloses a preparation method of O-alkylphenylthiophosphate. The preparation method comprises adding sulfonyl chloride and alkyl phenylphosphonite into an organic solvent, adding a copper salt catalyst and L-proline ligand or bipyridyl ligand into the solution, carrying out a reaction process at 50 to 100 DEG C for 2 to 10h, after the reaction, concentrating the reaction solution, and carrying out separation and purification to obtain O-alkylphenylthiophosphate. The cheap and easily available sulfonyl chloride and alkyl phenylphosphonite are used as raw materials, an alkaline environment is avoided, and the product is obtained under the conditions of a catalytic amount of a copper salt and ligands. The preparation method has the advantages of wide application range of a substrate, simple processes, operation convenience, wide substrate range, good yield, and promotion and application feasibility. The product can be used in fields of medicines and pesticides.

EVIDENCE FOR SELECTIVE S-ALKYLATION OF AN AMBIDENT ANION OF DICYCLOHEXYLAMMONIUM THIOPHOSPHONATE BY ALKYL HALIDES

Reaction of DCHA salt of O-alkyl phenyl phosphonothioic acids 1a-c with alkyl halides 2a-d gave exclusively S-derivatives; 3e-h (85-93percent) and 3b-d (40-43percent).The cause for poor yields of the methyl analogues is its ability to participate in the methylation of salt 1a and give rise by-product O,S-dimethyl phenyl phosphonothiolate (3a).Awareness of the unusual pathway for the generation of the by-product has opened a new possibility to adopt this strategy for synthesis of enantiomerically pure thiolates. Key words: Chiral phosphonothiolates; dicyclohexylammonium thiophosphonate anion; resolution; stereospecific synthesis; cross methylation; alkyl halides.