38393-92-9

Usage

InChI:InChI=1/C11H14O/c1-11(2)7-10(12)8-5-3-4-6-9(8)11/h3-6,10,12H,7H2,1-2H3

Upstream product

• 26465-81-6 3,3-dimethylindan-1-one 
• 6630-33-7 ortho-bromobenzaldehyde 
• 1010-48-6 3-methyl-3-phenylbutanoic acid 
• 541-47-9 3-Methylbutenoic acid 
• 71-43-2 benzene 

Downstream Products

• 18636-55-0 1,1-dimethyl-1H-indene 
• 1202577-59-0 Methyl (3S)-3-{4-[(3,3-dimethyl-2,3-dihydro-1H-inden-1-yl)oxy]phenyl}-3-ethoxypropionate 
• 1499076-71-9 N-((1,1-dimethyl-1H-inden-2-yl)methyl)-4-methyl-N-phenylbenzenesulfonamide 
• 1499076-73-1 N-((1,1-dimethyl-1H-inden-2-yl)methyl)-N-phenylmethanesulfonamide 
• 1499077-04-1 N-((1,1-dimethyl-1H-inden-2-yl)methyl)-4-isopropylaniline 
• 1499076-07-1 6a-fluoro-7,7-dimethyl-5-tosyl-6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinoline 
• 1499076-09-3 2-chloro-6a-fluoro-7,7-dimethyl-5-tosyl-6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinoline 
• 1499076-10-6 6a-fluoro-2-isopropyl-7,7-dimethyl-5-((4-nitrophenyl)sulfonyl)-6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinoline 
• 1499076-75-3 N-((1,1-dimethyl-1H-inden-2-yl)methyl)-N-(4-isopropylphenyl)-4-methylbenzenesulfonamide 
• 1499076-12-8 2-chloro-5-((4-chlorophenyl)sulfonyl)-6a-fluoro-7,7-dimethyl-6,6a,7,11b-tetrahydro-5H-indeno[2,1-c]quinoline 
• 1499077-05-2 4-chloro-N-((1,1-dimethyl-1H-inden-2-yl)methyl)aniline 
• 1499076-77-5 N-(4-chlorophenyl)-N-((1,1-dimethyl-1H-inden-2-yl)methyl)-4-methylbenzenesulfonamide 
• 1499076-79-7 N-((1,1-dimethyl-1H-inden-2-yl)methyl)-N-(4-isopropylphenyl)-4-nitrobenzenesulfonamide 
• 1499076-88-8 4-chloro-N-(4-chlorophenyl)-N-((1,1-dimethyl-1H-inden-2-yl)methyl)benzenesulfonamide 

Relevant academic research and scientific papers

Bench-Stable Nickel Precatalysts with Heck-type Activation

Herein, we report the synthesis and characterization of a new class of air- and moisture-stable phosphine-containing nickel(II) precatalysts, which activate through a Heck-type mechanism. The activities of the precatalysts are demonstrated with a carbonyl

Silylative Kinetic Resolution of Racemic 1-Indanol Derivatives Catalyzed by Chiral Guanidine

Efficient kinetic resolution of racemic 1-indanol derivatives was achieved using triphenylchlorosilane by asymmetric silylation in the presence of chiral guanidine catalysts. The chiral guanidine catalyst (R,R)-N-(1-(β-naphthyl)ethyl)benzoguanidine was found to be highly efficient as only 0.5 mol % catalyst loading was sufficient to catalyze the reaction of various substrates with appropriate conversion and high s-values (up to 89). This catalyst system was successfully applied to the gram-scale silylative kinetic resolution of racemic 1-indanol with high selectivity.

Unusual traits of cis and trans-2,3-dibromo-1,1-dimethylindane on the way from 1,1-dimethylindene to 2-bromo-, 3-bromo-, and 2,3-dibromo-1,1-dimethylindene

Do not rely on the widely accepted rule that vicinal, sp3-positioned protons in cyclopentene moieties should always have more positive 3J NMR coupling constants for the cis than for the trans arrangement: Unrecognized exceptions might misguide one to wrong stereochemical assignments and thence to erroneous mechanistic conclusions. We show here that two structurally innocent-looking 2,3-dibromo-1,1-dimethylindanes violate the rule by means of their values of 3J(cis) = 6.1 Hz and 3J(trans) = 8.4 Hz. The stereoselective formation of the trans diastereomer from 1,1-dimethylindene was improved with the tribromide anion (Br3-) as the brominating agent in place of elemental bromine; the ensuing, regiospecific HBr elimination afforded 3-bromo-1,1-dimethylindene. The addition of elemental bromine to the latter compound, followed by thermal HBr elimination, furnished 2,3-dibromo-1,1-dimethylindene, whose Br/Li interchange reaction, precipitation, and subsequent protolysis yielded only 2-bromo-1,1-dimethylindene.

Sodium Bromide-Catalyzed Oxidation of Secondary Benzylic Alcohols Using Aqueous Hydrogen Peroxide as Terminal Oxidant

A halide salt, hydroperoxide and AcOH catalyst system was applied to the oxidation of secondary benzylic alcohols. This simple system can be applied to a variety of secondary benzylic alcohols and scaled up for gram-scale preparation. High secondary benzylic alcohol selectivity of the present method is demonstrated in hydroxyketone synthesis. Based on several experimental results, a catalytic cycle for our oxidation is proposed.

Asymmetric electrophilic fluorocyclization with carbon nucleophiles

Twist of 'F'ate: Various helical-shaped fluorinated tetracyclic molecules were prepared by fluorocarbocyclization of prochiral alkenes. The development of a new class of chiral Selectfluor (1) proved instrumental in developing an asymmetric variant of this transformation. These novel chiral N-F reagents are readily accessible by fluorine transfer from shelf-stable N-fluoropyridinium salts. Copyright

NOVEL 3-HYDROXY-5-ARYLISOXAZOLE DERIVATIVE

[Problem] To provide a GPR40 activating agent having, as an active ingredient, a novel compound having a GPR40 agonist action, a salt of the compound, a solvate of the salt or the compound, or the like, particularly, an insulin secretagogue and a prophylactic and/or therapeutic agent against diabetes, obesity, or other diseases. [Means of solving the problem] A compound of Formula (I): (where p is 0 to 4; j is 0 to 3; k is 0 to 2; a ring A is a specific cyclic group; a ring B is a benzene ring, a pyridine ring, or a pyrimidine ring; X is —CH2—, O, —S(O)i— (i is 0 to 2), or —NR7—; R1 to R6 are specific groups), a salt of the compound, or a solvate of the salt or the compound.

HETEROCYCLIC SUBSTITUTED INDANE DERIVATIVES AND RELATED COMPOUNDS FOR THE TREATMENT OF SCHIZOPHRENIA

This invention relates to compounds of the formula (I) wherein J, M, G, m, X, R', R2, R4, R5, R6, R7, R8, R9, Y, n, z, and R" are defined as in the specification, pharmaceutical compositions containing them and their use in the treatment of central nervous system and other disorders.

Regioselective synthesis of substituted 1-indanols, 2,3-dihydrobenzofurans and 2,3-dihydroindoles by electrochemical radical cyclization using an arene mediator

Electrochemical reduction of haloarenes carrying 2-(1-hydroxybut-3-enyl), 2-allyloxy or N-allyl-N-methylamino group in the presence of phenanthrene as a mediator generated the corresponding aryl radicals and gave the corresponding 5-exo cyclization produc

Regioselective Radical Cyclization by Electrochemical Reduction Using an Arene Mediator. Environmentally Benign Method

Electrochemical reduction of 2-(but-3-enyl)-1-haloarenes in the presence of phenanthrene as a mediator generated the corresponding aryl radicals and gave cyclized products in good yields. Higher regio- and stereoselectivities than those of usual radical cyclization using AIBN-TBTH were achieved.

KINETIC AND STEREOCHEMICAL FACTORS IN THE HYDRALUMINATION OF ALKENES AND THE CONFIGURATIONAL STABILITY OF THE RESULTING CARBON-ALUMINUM BOND

A series of cyclic olefins was subjected to hydralumination by diisobutylaluminum hydride, in order to determine the stereochemistry, the regiochemistry and the influence of structure on reactivity.The reactivity gradation observed was: acenaphthylene > 1,1-dimethyl-3-trimethylsilylindene > 1-methylacenaphthylene > 1,1-dimethylindene > 1-phenylacenaphthylene >> 1,1-dimethyl-3-phenylidene.By working in donor solvents it was demonstrated that cis-hydralumination is the kinetically controlled mode of addition.The reactivity for 3-substituted-1,1-dimethylindenes reflected polar effects, whereas that for 1-substituted acenaphthylenes responded to steric effects.The regiochemistry of hydralumination was generally determined by steric factors, except for the CaSe of the silylindene.The isomerization of the hydralumination adduct could occur either by carbon-aluminum bond inversion or by dehydralumination.The former process took place readily in the absence of Lewis bases, but the latter process required elevated temperatures and protracted times.The stable cis-hydralumination adducts could be protodealuminated with retention of configuration at the C-Al bond, although acenaphthenyl systems gave significant amounts of 1,3-dihydroacenaphthylenes.The nature of these unusual hydrolysis products was elucidated by deuterium labeling. 1H NMR and chemical degradation studies.A complete series of C2- and C3-deuterated-1,1-dimethylindenes was synthesized unambiguously in order to permit these foregoing studies.The configurational stability of these organoaluminum compounds toward heat, neutral Lewis bases and carbanions was evaluated.These observations, together with the temperature-dependent 1H NMR spectrum of 1-acenaphthenyl(diisobutyl)aluminum, lend some insight into the pathways of carbon-aluminum bond inversion.