2489-87-4

Usage

Uses

Used in Organic Synthesis:
3-(2-NAPHTHYL)-1-PROPENE is used as a building block in organic synthesis for the production of various chemical compounds. Its unique structure and properties make it a valuable component in the synthesis of complex organic molecules.
Used in Research Applications:
In the field of research, 3-(2-NAPHTHYL)-1-PROPENE is used as a reagent and intermediate in various chemical reactions. Its versatility and reactivity contribute to the advancement of scientific knowledge and the development of new chemical processes.
Used in Industrial Applications:
3-(2-NAPHTHYL)-1-PROPENE is utilized in various industrial applications, including the production of pharmaceuticals, agrochemicals, and other specialty chemicals. Its role as a key intermediate in the synthesis of these compounds highlights its importance in the chemical industry.

InChI:InChI=1/C13H12/c1-2-5-11-8-9-12-6-3-4-7-13(12)10-11/h2-4,6-10H,1,5H2

Upstream product

• 91-20-3 naphthalene 
• 106-42-3 para-xylene 
• 107-18-6 allyl alcohol 
• 53651-72-2 diethyl allylmethylmalonate 
• 580-13-2 2-bromonaphthalene 
• 21473-01-8 2-naphthalenylmagnesium bromide 
• 106-95-6 allyl bromide 
• 32316-92-0 naphthalene-2-boronic acid 
• 1622837-44-8 3-methyl-4-(naphthalen-2-yl)butan-2-one 
• 1145-08-0 naphthalen-2-yl N,N-dimethylsulfamic acid 
• 24850-33-7 allyltributylstanane 
• 591-87-7 Allyl acetate 
• 3857-83-8 2-naphthyl triflate 

Downstream Products

• 1036384-75-4 5-naphthalen-2-yl-3-phenethyl-4,5-dihydroisoxazole 
• 20884-05-3 (E)-3-(2-naphthyl)-2-propenal 
• 213617-67-5 (Z)-3-(naphthalen-2-yl)acrylaldehyde 
• 1610026-35-1 (E)-1-(3-(naphthalen-2-yl)allyl)-4-phenyl-1H-1,2,3-triazole 
• 6315-96-4 1-(2-naphthyl)-1-propanone 
• 1374000-05-1 (1R,4R,5R)-1,4,5-trihydroxy-3-(3-(naphth-2-yl)propyl)cyclohex-2-ene-1-carboxylic acid 
• 7726-45-6 5-phenylvaleronitrile 

Relevant academic research and scientific papers

Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones

The dehydroacylation of ketones to olefins is realized under mild conditions, which exhibits a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N′-methylpicolinohydrazonamide (MPHA) reagent is key to enable efficient cleavage of ketone C-C bonds at room temperature. Diverse alkyl- and aryl-substituted olefins, dienes, and special alkenes are generated with broad functional group tolerance. Strategic applications of this method are also demonstrated.

Palladium-Catalyzed Oxidative Allylation of Sulfoxonium Ylides: Regioselective Synthesis of Conjugated Dienones

The first examples of palladium-catalyzed allylic C-H oxidative allylation of sulfoxonium ylides to afford the corresponding conjugated dienones with moderate to good yields have been established. The features of this novel conversion include mild reaction conditions, wide substrate scope, and excellent regioselectivity.

Nickel-Catalyzed Stille Cross Coupling of C-O Electrophiles

Aryl sulfamates, tosylates, and mesylates undergo efficient Ni-catalyzed cross coupling with diverse organostannanes in the presence of relatively unhindered alkylphosphine ligands and KF. The coupling is valuable for difficult bond constructions, such as aryl - heteroaryl, aryl - alkenyl, and aryl - alkynyl, using nontriflate phenol derivatives. A combination of experimental and computational studies implicates an unusual mechanism for transmetalation involving an 8-centered cyclic transition state. This reaction is inhibited by chloride sources due to slow transmetalation of organostannanes at a Ni(II) - chloride intermediate. These studies help to explain why prior efforts to achieve Ni-catalyzed Stille coupling of phenol derivatives were unsuccessful.

Palladium-catalyzed aerobic oxidative double allylic C-H oxygenation of alkenes: A novel and straightforward route to α,β-unsaturated esters

A mild tandem oxidative functionalization of allyl aromatic hydrocarbons was accomplished using the catalytic system of Pd(OAc)2/DMA under 1 atm O2. The green twofold C-O bond formation involving double allylic C-H oxygenation unlocks opportunities for markedly different synthetic strategies. Moreover, the reaction affords aryl α,β-unsaturated esters directly from readily available terminal olefins in moderate to good yields with excellent chemo- and stereoselectivities.

Nickel-catalyzed arylative ring-opening of 3-methylenecycloalkane-1,1- dicarboxylates

An arylative ring-opening reaction of cyclic allylmalonates with arylzinc reagents under nickel catalysis has been developed. Upon the ring-opening sp3C-sp3C bond cleavage, the allylic moiety serves as an allylic electrophile to reac

Xantphos as an efficient ligand for palladium-catalyzed cross-coupling reactions of aryl bromides and triflates with allyl acetates and indium

(Chemical Equation Presented) Xantphos was found to be an efficient ligand for palladium-catalyzed allyl cross-coupling reactions of aryl bromides and triflates with allylindium reagents generated in situ from allyl acetates and indium. These reactions occur in high yield with good functional group tolerance.

REACTIVITY OF SOME AROMATIC HYDROCARBONS DURING ALLYLATION

The reactivity of biphenyl, diphenylmethane, 1,2-diphenylethane, cyclohexylbenzene, naphthalene, and α- and β-methylnaphthalenes during allylation with allyl alcohol in the presence of zinc chloride was investigated.It was found that the reactivity of the aromatic hydrocarbons varies in relation to structural factors.