933802-84-7

Upstream product

• 2101-87-3 p-methoxy-phenylazide 
• 594-09-2 trimethylphosphane 

Downstream Products

• 131480-07-4 C₁₅H₂₄NO₄P 
• 934842-64-5 diethyl [1-(4-methoxyphenylamino)-butyl]-phosphonate 
• 933802-86-9 ethyl 4-(p-nitrophenyl)-2-(p-methoxyphenyl)imino-3-(E)-butenoate 
• 933802-88-1 ethyl 4-ethoxycarbonyl-2-p-methoxyphenylimino-3-(E)-butenoate 

Relevant academic research and scientific papers

α-Ketiminophosphonates: Synthesis and applications

The synthesis of α-iminophosphonates derived from ketones has been achieved by aza-Wittig reaction of P-trimethylphosphazenes with acylphosphonates. These unstable compounds can be used for the synthesis of chiral α-aminophosphonate derivatives through ad

Electronic Structures and Reactivity Profiles of Aryl Nitrenoid-Bridged Dicopper Complexes

Dicopper complexes templated by dinucleating, pacman dipyrrin ligand scaffolds (Mesdmx, tBudmx: Dimethylxanthine-bridged, cofacial bis-dipyrrin) were synthesized by deprotonation/metalation with mesitylcopper (CuMes; Mes: Mesityl) or by transmetalation with cuprous precursors from the corresponding deprotonated ligand. Neutral imide complexes (Rdmx)Cu2(μ2-NAr) (R: Mes, tBu; Ar: 4-MeOC6H4, 3,5-(F3C)2C6H3) were synthesized by treatment of the corresponding dicuprous complexes with aryl azides. While one-electron reduction of (Mesdmx)Cu2(μ2-N(C6H4OMe)) with potassium graphite initiates an intramolecular, benzylic C-H amination at room temperature, chemical reduction of (tBudmx)Cu2(μ2-NAr) leads to isolable [(tBudmx)Cu2(μ2-NAr)]-product salts. The electronic structures of the thermally robust [(tBudmx)Cu2(μ2-NAr)]0/-complexes were assessed by variable-temperature electron paramagnetic resonance spectroscopy, X-ray absorption spectroscopy (Cu L2,3/K-edge, N K-edge), optical spectroscopy, and DFT/CASSCF calculations. These data indicate that the formally Class IIIA mixed valence complexes of the type [(Rdmx)Cu2(μ2-NAr)]-feature significant NAr-localized spin following reduction from electronic population of the [Cu2(μ2-NAr)] ? manifold, contrasting previous methods for engendering iminyl character through chemical oxidation. The reactivity of the isolable imido and iminyl complexes are examined for prototypical radical-promoted reactivity (e.g., nitrene transfer and H-atom abstraction), where the divergent reactivity is rationalized by the relative degree of N-radical character afforded from different aryl substituents.

Synthesis of fluorinated β-aminophosphonates and γ-lactams

The functionalized polyfluorophosphorylated 1-azadienes I have been prepared by a Wittig reaction of ethyl glyoxalate and perfluorophosphorylated conjugated phosphoranes, obtained by reaction of phosphazenes and fluorinated acetylenic phosphonates. Subsequent reduction of both carbon-carbon and carbon-nitrogen double bonds of these 1-azadienes I affords the fluorine-containing β-aminophosphonates II, with the syn β-aminophosphonate being obtained as the major diastereoisomer. Base-mediated cyclocondensation of a diastereomeric mixture of aminophosphonates II leads exclusively to a new type of functionalized trans-γ-lactams III in a diastereoselective way. A computational study has also been used to explain the observed diastereoselectivity of these reactions.

Synthesis of α-phosphorylated α,β-unsaturated imines and their selective reduction to vinylogous and saturated α-aminophosphonates

An efficient synthesis of α,β-unsaturated imines derived from α-aminophosphonates is achieved through aza-Wittig reaction of P-trimethyl phosphazenes with β,γ-unsaturated α-ketophosphonates. Selective 1,2-reduction of such 1-azadienes affords β,γ-unsatura

Efficient synthesis of 1-azadienes derived from α-aminoesters. Regioselective preparation of α-dehydroamino acids, vinylglycines, and α-amino acids

(Chemical Equation Presented) An efficient synthesis of 1-azadienes derived from α-aminoesters is achieved through an aza-Wittig reaction of phosphazenes with β,γ-unsaturated α-ketoesters. Regioselective 1,2-reduction of these functionalized 1-azadienes affords vinylglycine derivatives, while conjugative 1,4-reduction gives α-dehydroamino acid compounds. Reduction of both the carbon-carbon and the imine-carbon-nitrogen double bonds leads to the formation of α-amino acid derivatives.