58971-82-7

Upstream product

• 5353-66-2 diphenylphosphorylazide 
• 4559-70-0 Diphenylphosphine oxide 
• 51557-26-7 3-(2-naphthyl)acrylic acid 
• 827-54-3 2-naphthylethylene 
• 177750-24-2 N-(1-(naphthalen-2-yl)vinyl)acetamide 
• 2949-26-0 2-ethynylnaphthalene 
• 108-86-1 bromobenzene 
• 93-08-3 methyl 2-naphthyl ketone 
• 100485-52-7 2-acetonaphthone oxime 
• 62051-36-9 1-(naphthalen-2-yl)ethanone O-acetyl oxime 
• 66-99-9 β-naphthaldehyde 
• 58971-63-4 2-Diazo-2-(diphenyl-phosphinoyl)-1-naphthalen-2-yl-ethanol 

Downstream Products

• 58971-89-4 (naphthalen-2-ylethynyl)diphenylphosphine oxide 

Relevant academic research and scientific papers

Visible Light-Mediated Photocatalytic Metal-Free Cross-Coupling Reaction of Alkenyl Carboxylic Acids with Diarylphosphine Oxides Leading to β-Ketophosphine Oxides

A new visible light-mediated photocatalytic decarboxylative oxyphosphorylation of cinnamic acids with diarylphosphine oxides is described. This reaction is performed under mild conditions to afford the corresponding β-ketophosphine oxides.

Silver-Catalyzed Oxyphosphorylation of Unactivated Alkynes

Here, we describe an application of hydroazidation in the instant activation of alkynes for achieving the oxyphosphorylation of unactivated alkynes with diarylphosphinoyl radicals under mild reaction conditions. This reaction provides a method for accessing β-ketophosphine oxides and phosphorus-containing pyrroles. (Figure presented.).

Visible light-mediated photocatalytic phosphorylation of vinyl azides: A mild synthesis of β-ketophosphine oxides

The photoredox-catalyzed phosphorylation of vinyl azides is described in this paper. The reaction proceeded smoothly using an inexpensive and easily-accessible Eosin Y as a photocatalyst under mild reaction conditions without any other oxidant, metal, or

Base-Promoted Direct Oxyphosphorylation of Alkynes with H-Phosphine Oxides in the Presence of Water

We have developed a simple method for the oxyphosphorylation of arylalkynes to give β-keto phosphine oxides without the assistance of any transition metal. An inorganic base promoted the oxyphosphorylation and water played a synergistic role in the formation of various β-keto phosphine oxides. The reaction showed a wide structural scope and broad functional-group tolerance, and it proceeded under mild reaction conditions. This method solved the problem of metal dependence in the oxyphosphorylation of alkynes, providing a potential application in organic chemistry. Control experiments revealed the mechanism of the oxyphosphorylation and the synergistic role played by water in the radical process.

Visible light-promoted metal-free aerobic oxyphosphorylation of olefins: A facile approach to β-ketophosphine oxides

A metal-free direct aerobic oxyphosphorylation of alkenes with H-phosphine oxides has been developed utilizing visible light photoredox catalysis. A variety of β-ketophosphine oxides have been obtained in good yields from simple olefins under air with ine

Direct synthesis of β-ketophosphine oxides via copper-catalyzed difunctionalization of alkenes with H-phosphine oxides and dioxygen

A simple copper-catalyzed direct difunctionalization of alkenes with H-phosphine oxides and dioxygen for the synthesis of β-ketophosphine oxides has been developed under mild conditions. The present protocol, which utilizes an inexpensive catalyst, readily available materials, and environmentally benign oxygen source, provides a convenient and cost-effective approach to construct various β-ketophosphine oxides.

Copper-Catalyzed Direct Oxyphosphorylation of Enamides with P(O)-H Compounds and Dioxygen

A simple and convenient copper-catalyzed direct oxyphosphorylation of enamides with P(O)-H compounds and dioxygen has been developed under mild conditions. This methodology can allow the synthesis of a series of valuable β-ketophosphine oxides/β-ketophosphonates in moderate to good yields with a broad substrate scope simply by using readily-available starting materials.

Copper catalyzed one-pot synthesis of β-ketophosphine oxides from ketones and H-phosphine oxides

A facile and efficient copper catalyzed one-pot method has been developed for the formation of β-ketophosphine oxides from ketones and H-phosphine oxides under air at room temperature, in which vinylhydrazinedicarboxylate was formed as the key intermediate. Preliminary mechanistic studies indicated that the reaction might involve a radical process and carbonyl oxygen atom of β-ketophosphine oxides came from molecular oxygen.

Metal-free oxidative phosphinylation of aryl alkynes to β-ketophosphine oxides via visible-light photoredox catalysis

A method for photocatalytic oxidative coupling of diaryl phosphine oxide and arylacetylene under mild conditions was developed. Rhodamine B, an inexpensive and commercially available organic dye, was used as the photocatalyst. This protocol realizes a reg

Copper-Catalyzed radical/radical Csp3-H/P-H cross-Coupling: α-Phosphorylation of aryl ketone O-Acetyloximes

The selective radical/radical cross-coupling of two different organic radicals is a great challenge due to the inherent activity of radicals. In this paper, a copper-catalyzed radical/radical Csp3-H/P-H cross-coupling has been developed. It provides a radical/radical cross-coupling in a selective manner. This work offers a simple way toward β-ketophosphonates by oxidative coupling of aryl ketone o-acetyloximes with phosphine oxides using CuCl as catalyst and PCy3 as ligand in dioxane under N2 atmosphere at 130 C for 5 h, and yields ranging from 47% to 86%. The preliminary mechanistic studies by electron paramagnetic resonance (EPR) showed that, 1) the reduction of ketone o-acetyloximes generates iminium radicals, which could isomerize to α-sp3-carbon radical species; 2)phosphorus radicals were generated from the oxidation of phosphine oxides. Various aryl ketone o-acetyloximes and phosphine oxides were suitable for this transformation.