20677-08-1

Upstream product

• 20057-88-9 diphenyl trisulfide 
• 67103-63-3 p-Tolylphosphinsaeure-diisopropylester 
• 116-17-6 triisopropyl phosphite 
• 108-88-3 toluene 
• 1809-20-7 diisopropyl hydrogenphosphonate 
• 624-31-7 4-tolyl iodide 
• 106-38-7 para-bromotoluene 
• 106-43-4 para-chlorotoluene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 69120-23-6 (4-Methylphenyl)-pivaloat 
• 106-44-5 p-cresol 

Relevant academic research and scientific papers

Aryltrimethylammonium Tetrafluoroborates in Nickel-Catalyzed C–P Bond-Forming Reactions

Abstract: The first nickel-catalyzed phosphorylation of aryltrimethylammonium tetrafluoroborates with the formation of C–P bond instead of C–N has been developed. Starting from easily available and inexpensive aromatic amines, a variety of important arylphosphonates have been synthesized in moderate to excellent yields.

BICYCLIC HETEROARYL DERIVATIVES AS ECTONUCLEOTIDE PYROPHOSPHATASE PHOSPHODIESTERASE 1 INHIBITORS

The present disclosure provides certain bicyclic heteroaryl compounds that inhibit ectonucleotide pyrophosphatase/phosphodiesterase 1 (ENPP1) enzymatic activity and are therefore useful for the treatment of diseases and conditions modulated at least in part by ENPP1. In some embodiments, the bicyclic heteroaryl compounds includes those of Formula (I). Also provided herein are pharmaceutical compositions containing such compounds and processes for preparing such compounds.

Nickel-Catalyzed Phosphorylation of Phenol Derivatives via C-O/P-H Cross-Coupling

An efficient nickel-catalyzed phosphorylation of phenol derivatives with P(O)-H compounds via C-O/P-H cross-coupling is described. Under the reaction conditions, various phenyl pivalates coupled readily with hydrogen phosphoryl compounds to afford the corresponding coupling products aryl phosphonates and aryl phosphine oxides in good to high yields.

Palladium-catalyzed desulfitative cross-coupling reaction of sodium arylsulfinates with H-phosphonate diesters

A novel and convenient palladium-catalyzed cross-coupling reaction of H-phosphonate diesters with sodium arylsulfinates was developed via desulfitation in the presence of silver carbonate and tetra-butylammonium chloride. This method is highly efficient and provides a rapid access to a broad spectrum of arylphosphonate diesters in good to excellent yields.

Palladium-catalyzed desulfitative C-P coupling of arylsulfinate metal salts and H-phosphonates

Catalyzed by palladium(ii) chloride, a diverse range of arylsulfinate sodium, potassium, lithium, silver, zinc, and copper salts undergo desulfination/C-P coupling with H-phosphonates, in the presence of silver(i) carbonate as oxidant, to produce useful arylphosphonates under microwave irradiation. the Partner Organisations 2014.

Palladacycle-catalyzed phosphonation of aryl halides in neat water

An efficient and generally applicable protocol for the palladacycle- catalyzed arylation of diisopropyl H-phosphonate in water was developed. The remarkable features of this C-P bond-forming reaction include wide substrate scope including the inactive electron-rich and electron-neutral aryl chlorides, the weak inorganic base KF instead of strong bases such as KOtBu or NaOtBu for the activation of C-Cl bond, and the addition of isopropanol to avoid the decomposition of diisopropyl H-phosphonate.

Synthesis of aryl and arylmethyl phosphonates by cross-coupling of aryl or arylmethyl halides (X = I, Br and Cl) with diisopropyl H-phosphonate

An efficient and generally applicable protocol for the palladacycle- catalysed arylation or K2CO3-promoted arylmethylation of diisopropyl H-phosphonate has been developed. The remarkable features of the palladacycle-catalysed arylation reaction include wide substrate scope (aryl iodides, bromides and chlorides), significant shortening of the reaction time (2 or 3 h) and a low catalyst loading of 1 mol-%. Note that with the base K 2CO3 as promoter, arylmethylation could be achieved without any palladium catalyst. Moreover, the first example of a palladium-catalysed phosphonation of inactive electron-rich aryl chlorides with tBuOK as the base has been realized. This result could be considered an important improvement and complement to earlier work of Montchamp and Han, whose catalytic systems are typically compatible with electron-deficient and electron-neutral aryl chlorides.

A versatile and efficient ligand for copper-catalyzed formation of C-N, C-O, and P-C bonds: Pyrrolidine-2-phosphonic acid phenyl monoester

A new and readily available bidentate ligand, namely, pyrrolidine-2- phosphonic acid phenyl monoester (PPAPM), has been developed for the copper-catalyzed formation of C-N, C-O, and P-C bonds, and various N-, O-, and P-arylation products were synthesized in good to excellent yields by using the CuI/PPAPM catalyst system. Addition of the PPAPM ligand greatly increases the reactivity of the copper catalyst, and the resulting versatile and efficient catalyst system is of widespread and practical application in cross-coupling reactions.

Hypervalent iodine in synthesis. 52. Palladium-catalyzed arylation of O,O-dialkyl phosphites with diaryliodonium salts: A convenient method for synthesis of arylphosphonates

Palladium-catalyzed coupling reaction of diaryliodonium salts with O,O-dialkyl phosphites gave arylphosphonates in good yields.

Palladium-Catalyzed Phase-Transfer Arylation of Dialkyl Phosphonates

Palladium-catalyzed phase-transfer arylation of dialkyl phosphonates with various iodo- and bromoarenes has been studied. The arylation has also been effected in the absence of ligand. A simple preparative procedure for synthesizing arylphosphonic acids has been developed.