58983-18-9

Upstream product

• 58983-16-7 (2-Formyl-5-methyl-phenyl)-phosphonic acid diethyl ester 
• 553-94-6 4-bromo-m-xylene 
• 122-52-1 triethyl phosphite 
• 106-42-3 para-xylene 
• 762-04-9 phosphonic acid diethyl ester 
• 814-49-3 diethyl chlorophosphate 
• 780820-44-2 3,6-dimethyl-2-(trimethylsilyl)phenyl triflate 
• 85199-06-0 2,5-dimethylphenyl boronic acid 

Downstream Products

• 58983-19-0 2,5-dimethylphenylphosphonic acid 

Relevant academic research and scientific papers

Preparation of some substituted terephthalic acids

We report in detail the preparation of two substituted terephthalic acids: 2-sulfomethylterephthalic acid (1) and 2-phosphonoterephthalic acid (2). Efficient, short syntheses have been developed for both compounds. They are potentially useful monomers for

Phosphonate-Modified UiO-66 Br?nsted Acid Catalyst and Its Use in Dehydra-Decyclization of 2-Methyltetrahydrofuran to Pentadienes

Phosphorus-modified all-silica zeolites exhibit activity and selectivity in certain Br?nsted acid catalyzed reactions for biomass conversion. In an effort to achieve similar performance with catalysts having well-defined sites, we report the incorporation of Br?nsted acidity to metal–organic frameworks with the UiO-66 topology, achieved by attaching phosphonic acid to the 1,4-benzenedicarboxylate ligand and using it to form UiO-66-PO3H2 by post-synthesis modification. Characterization reveals that UiO-66-PO3H2 retains stability similar to UiO-66, and exhibits weak Br?nsted acidity, as demonstrated by titrations, alcohol dehydration, and dehydra-decyclization of 2-methyltetrahydrofuran (2-MTHF). For the later reaction, the reported catalyst exhibits site-time yields and selectivity approaching that of phosphoric acid on all-silica zeolites. Using solid-state NMR and deprotonation energy calculations, the chemical environments of P and the corresponding acidities are determined.

Arylphosphonate-Directed Ortho C-H Borylation: Rapid Entry into Highly-Substituted Phosphoarenes

Phosphonate-directed ortho C-H borylation of aromatic phosphonates is reported. Using simple starting materials and commercially accessible catalysts, this method provides steady access to o-phosphonate arylboronic esters bearing pendant functionality and flexible substitution patterns. These products serve as flexible precursors for a variety of highly substituted phosphoarenes, and in situ downstream functionalization of the products is described.

Exogenous-oxidant-free electrochemical oxidative C-H phosphonylation with hydrogen evolution

We herein report a versatile and environmentally friendly electrochemical oxidative C-H phosphonylation protocol. This protocol features a broad substrate scope; not only C(sp2)-H phosphonylation, but also C(sp3)-H phosphonylation is tolerated well under exogenous-oxidant-free and metal catalyst-free electrochemical oxidation conditions.

Visible-Light-Induced External Oxidant-Free Oxidative Phosphonylation of C(sp2)-H Bonds

Considering the synthetic value of phosphonates, developing powerful catalytic methods for the phosphonylation of C(sp2)-H bonds is important. Herein, we achieve a visible-light-induced external oxidant-free oxidative phosphonylation of C(spsu

P-Arylation of Dialkyl Phosphites and Secondary Phosphine Oxides with Arynes

The novel P-arylation of dialkyl phosphites and secondary phosphine oxides with arynes has been achieved. The reactions produce dialkyl arylphosphonates in 71-99% yield and tertiary phosphine oxides in 68-92% yield under mild conditions.

PROCESS FOR PREPARATION OF ARYL PHOSPHOROUS COMPOUNDS

The present invention relates to cost effective, transition-metal-free one pot process for the preparation of aryl phosphorous compounds of formula (I). Particularly, the present invention provides a process for C—P bond formation. In particular, the invention relates to mild fluoride induced generation of aryne species in situ which allows P—C bond formation to obtain aryl phosphorous compounds of formula (I) under mild condition.

PROCESS FOR PREPARATION OF ARYL PHOSPHOROUS COMPOUNDS

The present invention relates to cost effective, transition-metal-free one pot process for the preparation of aryl phosphorous compounds of formula (I). Particularly, the present invention provides a process for C-P bond formation. In particular, the invention relates to mild fluoride induced generation of aryne species in situ which allows P-C bond formation to obtain aryl phosphorous compounds of formula (I) under mild condition.

P-arylation: Arynes to aryl-phosphonates, -phosphinates, and -phosphine oxides

Synthesis of organo-phosphorus compounds and their application in organic synthesis and life sciences has been a topic of contemporary interest. Michaelis-Arbuzov reaction is the most extensively utilized method for their preparation, which works well only with aliphatic halides. Hence, relatively harsh reaction conditions using transition-metal-catalyzed P-arylation (Arbuzov/Hirao reaction) are used for the preparation of aryl-phosphorus compounds. Presented herein is a competent process for the synthesis of aryl-phosphonates, -phosphinates, and -phosphine oxides by making an efficient use of arynes for C-P bond construction.

Manganese(III)-mediated direct phosphonylation of arenes

Manganese (III)-promoted direct phosphonylation of mono- and disubstituted arenes with dialkylphosphite afforded regioselective dialkylphosphonates in good yields. The reactions can apply to arenes bearing electron-donating groups and electron-withdrawing