42096-34-4

Upstream product

• 375-72-4 Nonafluorobutanesulfonyl fluoride 
• 135-19-3 β-naphthol 
• 32848-23-0 para-nitrophenyl perfluorobutanesulfonate 
• 875-83-2 sodium 2-naphtholate 

Downstream Products

• 91-20-3 naphthalene 
• 71182-40-6 N-(naphthalen-2-yl)isobutyramide 
• 135-88-6 N-Phenyl-2-naphthylamine 
• 1009807-63-9 (R)-(+)-2-naphthyl-(1-phenylethyl)amine 
• 473699-18-2 (S)-(-)-2-(α-methylbenzylamino)naphthalene 
• 13672-18-9 benzyl-2-naphthylamine 
• 1262210-29-6 2-(6-methoxycyclohex-1-en-1-yl)naphthalene 
• 5751-32-6 2-[(1E)-3-phenylprop-1-en-1-yl]naphthalene 
• 2876-44-0 2-octylnaphthalene 
• 91-57-6 2-Methylnaphthalene 
• 176896-73-4 methyl (S)-2-[(tert-butoxycarbonyl)amino]-3-(naphthalen-2-yl)propanoate 
• 42044-07-5 2-cyclohexylnaphthalene 
• 28402-08-6 (naphthalen-2-yl)diphenylphosphine oxide 

Relevant academic research and scientific papers

Palladium-Catalyzed C-P Bond-Forming Reactions of Aryl Nonaflates Accelerated by Iodide

An iodide-accelerated, palladium-catalyzed C-P bond-forming reaction of aryl nonaflates is described. The protocol was optimized for the synthesis of aryl phosphine oxides and was found to be tolerant of a wide range of aryl nonaflates. The general nature of this transformation was established with coupling to other P(O)H compounds for the synthesis of aryl phosphonates and an aryl phosphinate. The straightforward synthesis of stable, isolable aryl nonaflates, in combination with the rapid C-P bond-forming reaction allows facile preparation of aryl phosphorus target compounds from readily available phenol starting materials. The synthetic utility of this general strategy was demonstrated with the efficient preparation of an organic light-emitting diode (OLED) material and a phosphonophenylalanine mimic.

Synthesis of polysubstituted olefins by Pd-catalyzed cross-coupling reaction of tosylhydrazones and aryl nonaflates

Aryl nonaflates are employed as electrophiles in the Pd-catalyzed cross-coupling with tosylhydrazones affording di-, tri-, and tetrasubstituted olefins. Fine tunning of the reaction conditions are required to accomplish the coupling successfully, includin

Steric effects in palladium-catalysed amination of aryl triflates and nonaflates with the primary amines PhCH(R)NH2 (R=H, Me)

A systematic study of the effects of aryl triflate and nonaflate structure on the yield of amination with the primary amines PhCH(R)NH2 (R=H, Me) under palladium catalysis has been carried out. High throughput screening indicated that a catalyst composed of X-Phos/Pd2(dba)3/1,4-dioxane was optimal based on a model reaction of Ar(ORf) [Rf=Tf (SO2CF3), Nf (SO2(CF2)3CF3)] with PhCH2NH2. Comparisons of the reactivity of various ArOTf and ArONf [Ar=4-MePh, 2-naphthyl, 1-naphthyl, 2-PhC6H4] indicated that both ortho substitution in the aryl electrophile and at the α-position on the amine are detrimental to the coupling particularly when they occur in combination. Despite being formally a monodentate ligand use of X-Phos leads to only small degrees of racemisation when using (R)-PhCH(Me)NH2 (typically resulting in a reduction from 97 to 86-94% ee for the amine stereocentre).

A high throughput synthesis of aryl triflate and aryl nonaflate promoted by a polymer supported base (PTBD)

A rapid synthesis of aryl triflate and aryl nonaflate was developed using 4-nitrophenyl triflate and 4-nitrophenyl nonaflate as perfluoroalkanesulfonyl transfer reagents in combination with a polymer supported base (PTBD). Simple filtration of the reactio