14619-08-0

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 762-04-9 phosphonic acid diethyl ester 
• 100-61-8 N-methylaniline 
• 122-52-1 triethyl phosphite 
• 50-00-0 formaldehyd 

Relevant academic research and scientific papers

Electrochemical oxidative [4 + 2] annulation of tertiary anilines and alkenes for the synthesis of tetrahydroquinolines

Heterocyclic compounds, especially nitrogen heterocycles, are one of the most important classes of compounds in the pharmaceutical and agrochemical industries. The oxidative [4 + 2] annulation reaction provides a powerful tool for the rapid construction of six-membered heterocycles. Herein, we report a metal- and external oxidant-free method for the uniform synthesis of tetrahydroquinolines through the electrochemical oxidative [4 + 2] annulation of tertiary anilines and alkenes. In this strategy, one partner loses only two hydrogen atoms while another partner reduces one degree of unsaturation, accompanied by the generation of hydrogen. Under the conditions of an undivided cell and room temperature, a series of tetrahydroquinoline derivatives were prepared with good yields.

Copper-Phosphine Mediated Oxidative Phosphorylation of Aromatic Amines and P(OR)3 under Aerobic Conditions

A copper-phosphine system (Cu(OAc)2 and t-Bu3P?HBF4) was used to synthesize α-aminophosphonates and phosphoramides from various aromatic amines and trialkyl phosphites under oxygen atmosphere. With this Cu?P system, α-aminophosphonates containing C?P bonds were generated from N,N-dimethylanilines or N-methylanilines and trialkyl phosphites; phosphoramidates containing N?P bonds were produced from N-benzylanilines and trialkyl phosphites. This strategy provided a convenient and efficient method for the synthesis of phosphorous compounds. The compounds containing phosphoryl group attracted extensive attention due to their biological activities and wide applications.[1,2] The α-aminophosphonates have been applied in medicine and agriculture such as anticancer drugs, antibiotics, antibacterial agents, and enzyme inhibitors.[1] And phosphoramides could be served as antibiotics, prodrugs, flame retardants, and ligands.[2].

Visible light-mediated oxidative C(sp3)-H phosphonylation for α-aminophosphonates under oxidant-free conditions

An external oxidant-free synthesis of α-aminophosphonates by synergistically combining photocatalysis and proton-reduction catalysis is developed herein. The gram-scale experiment demonstrates the potential utility of this protocol. This study may have im

Iron-catalyzed oxidative mono- And bis-phosphonation of N,N-dialkylanilines

The dehydrogenative a-phosphonation of substituted N,N-dialkylanilines by dialkyl H-phosphonates was achieved under mild conditions by using environmentally benign iron(II) chloride as catalyst and teri-butyl hydroperoxide as oxidant. The reaction proceed

Iron-catalyzed dehydrogenative phosphonation of N,N-dimethylanilines

Iron(ii) and iron(iii) salts catalyze the oxidative α-phosphonation of N,N-dimethylanilines with dialkyl H-phosphonates in the presence of tert-butylhydroperoxide.

OXIDATIVE PHOSPHONYLATION OF AROMATIC COMPOUNDS

Aryl phosphonates can be prepared in good yield from the respective arenes and tri- or dialkylphosphites by either chemical or anodic oxidation.The anodic oxidation proceeds either via phosphinium radical cations, which then attack the arenes electrophilically, or via arene radical cations, which add the trialkylphosphite as nucleophile.Aryl phosphonates are also obtained in good yield by chemical oxidation with peroxodisulfate/AgNO3 in acetonitrile/water or glacial acetic acid.The diethylphosphinium radical cation, formed from diethylphosphite by oxidation with Ag(II), is supposed to be the reactive species in this process.Raising the silver salt concentration leads to an increase in polyphosphonylation.Selectivity ratios were determined for the oxidative phosphonylation process.