2977-45-9

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 47, p. 151, 1982 DOI: 10.1021/jo00340a035

InChI:InChI=1/C12H14O/c1-12(2)8-7-9-5-3-4-6-10(9)11(12)13/h3-6H,7-8H2,1-2H3

Upstream product

• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 74-88-4 methyl iodide 
• 445007-06-7 4-(2-iodophenyl)-2,2-dimethylbutanenitrile 
• 731772-68-2 2-(3-methylbut-3-en-1-yl)benzonitrile 

Downstream Products

• 945670-32-6 2,2-dimethyl-1,2-dihydronaphthalenone-4-carboxylic acid (R)-cyclohexylethylamide 
• 945670-33-7 3,4-dihydro-3,3-dimethyl-4-oxonaphthalene-1-carboxylic acid S-(-)-N-methyl-1-phenyl ethylamide 
• 945670-38-2 C₂₃H₂₃NO₄ 
• 945670-39-3 3,4-dihydro-3,3-dimethyl-4-oxonaphthalene-1-carboxylic acid (-)-norephedrine amide 
• 945670-40-6 3,4-dihydro-3,3-dimethyl-4-oxonaphthalene-1-carboxylic acid (-)-pseudoephedrine amide 
• 314041-45-7 2,2-dimethyl-1,2-dihydronaphthalenone-4-carboxylic acid (S)-1-phenylethylamide 
• 314041-41-3 2,2-dimethyl-1,2-dihydronaphthalenone-4-carboxylic acid (+)-menthyl ester 
• 615578-73-9 (-)-(R)-2,2-dimethyl-1,2,3,4-tetrahydronaphthalen-3-ol 
• 573-98-8 dimethyl-1,2 naphtalene 

Relevant academic research and scientific papers

Hydrogen Atom Transfer-Mediated Cyclisations of Nitriles

Hydrogen atom transfer-mediated intramolecular C?C coupling reactions between alkenes and nitriles, using PhSiH3 and catalytic Fe(acac)3, are described. This introduces a new strategic bond disconnection for ring-closing reactions, f

Synthesis of benzocyclic ketones via palladium-catalyzed cyclization of ω-(2-iodoaryl)alkanenitriles

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)propanenitriles affords indanones in high yields. The reactio

Carbopalladation of nitriles: Synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of ω-(2-iodoaryl)alkanenitriles and related compounds

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)-propanenitriles affords indanones in high yields. The reaction is compatible with a wide variety of functional groups. This methodology has been extended to the synthesis of tetralones and cyclopentenones.

Rate enhancement with high ratio of the monoalkylated product to the dialkylated product in the alkylation of the lithium enolate of 1-tetralone with reactive alkyl halides

The reactions of the lithium enolate of 1-tetralone with reactive alkyl halides were examined in the absence and in the presence of 3 eq of various ligands for the lithium. It is shown that the rates of the reactions are enhanced greatly in the presence a tetradentate amine (1,1,4,7,10,10-hexamethyltriethylenetetramine), and the ratio of the monoalkylated product to the dialkylated product is increased under shorter reaction times.

1,1,4,7,10,10-Hexamethyltriethylenetetramine: A reagent to enhance the rate of alkylation reaction of the lithium enolate of 1-tetralone with alkyl halides

The rate of the reaction of the lithium enolate of 1-tetralone with alkyl halides was enhanced greatly in the presence of 3 equivalents of 1,1,4,7,10,10-hexamethyltriethylenetetramine. The ratio of the monoalkylated product to the dialkylated product was found to have increased under a shorter reaction time.