79836-47-8

Upstream product

• 462-06-6 fluorobenzene 
• 90-15-3 α-naphthol 
• 3345-77-5 4-(4-fluorophenyl)-3,4-dihydro-1-oxo-1(2H)-naphthalene-4-carboxylic acid 
• 127999-79-5 1-amino-2-(methoxycarbonyl)-4-cyano-4-(4-fluorophenyl)-3,4-dihydronaphthalene 

Downstream Products

• 1346149-39-0 1-(4-fluorophenyl)-1,2-dihydronaphthalene 

Relevant academic research and scientific papers

Metal-free synthesis of indanes by iodine(iii)-mediated ring contraction of 1,2-dihydronaphthalenes

A metal-free protocol was developed to synthesize indanes by ring contraction of 1,2-dihydronaphthalenes promoted by PhI(OH)OTs (HTIB or Koser's reagent). This oxidative rearrangement can be performed in several solvents (MeOH, CH3CN, 2,2,2-trifluoroethanol (TFE), 1,1,1,3,3,3-hexafluoroisopropanol (HFIP), and a 1:4 mixture of TFE:CH2Cl2) under mild conditions. The ring contraction diastereoselectively gives functionalized trans-1,3-disubstituted indanes, which are difficult to obtain in synthetic organic chemistry. ?2011 Sociedade Brasileira de Qui?mica.

Application of (2-Cyanoaryl)arylacetonitriles in Cyclization and Annulation Reactions. Preparation of 3-Arylindans, 4-Aryl-3,4-dihydronaphthalenes, 4-Arylisoquinolines, 1-Aminonaphthalenes, and Heterocyclic Analogues

(2-Cyanoaryl)arylacetonitriles, obtained from o-halogen-substituted cyanoaromatics and arylacetonitriles may be alkylated with methyl chloroacetate.Subsequent abstraction of the proton adjacent to the ester group followed by attack of the anion at the aromatic cyano group gives rise to annulated 1-aminocyclopentenes by a Dieckmann-type reaction.The homologous esters similarly produce annulated 1-aminocyclohexenes.The generality of this annulation method is demonstrated by preparation of derivatives of 1-amino-1H-indene, 4-amino-6H-cyclopentathiophene, 5-amino-7H-pyrindine, 1-amino-3,4-dihydronaphthalene, and 5-amino-2,9-dihydro-1H-cyclopentisoquinoline.Hydrolysis and decarboxylation of these compounds leads to ketones as exemplified by synthesis of 3-arylindan-1-ones and 4-aryl-3,4-dihydro-1(2H)-naphthalen-1-ones.When treated with hydrogen bromide, the (2-cyanophenyl)phenylacetonitriles cyclize to -condensed 3-bromo-5-aryl-6-aminopyridines.Thus, derivatives of isoquinoline, thienopyridine, and 1,6-naphthyridine were prepared.

6-phenyl-1,2-3,4,4a,5-6,10b-octahydrobenz(h)isoquinolines useful for treating depression

6-Phenyl-1,2,3,4,4a,5,6,10b-octahydrobenz(h)isoquinolines having anti-depressant activity and methods for their preparation.

REACTION OF PHENOLS AND THEIR DERIVATIVES WITH AROMATIC COMPOUNDS IN THE PRESENCE AF ACIDIC AGENTS. CONDENSATION OF 1-NAPHTHOL WITH MONOSUBSTITUTED DERIVATIVES OF BENZENE

The isomeric composition and the relative formation rates of 4-(X-phenyl)-1-tetralones in the condensation of 1-naphthol with C6H5X (X=CH3, F, Cl, H) in the presence of aluminum bromide were determined.The obtained date demonstrate the electrophilic character of the particle which is formed from 1-naphthol and subsequently enters into reaction with benzene or its derivatives.The character of electrophilic activation of the phenols and their ethers in condensation reactions of this type is discussed.