29927-85-3

Usage

InChI:InChI=1/C9H14O/c10-9-6-5-7-3-1-2-4-8(7)9/h7-8H,1-6H2

Upstream product

• 25050-74-2 trans-bicyclo<4.3.0>non-3-en-7-one 
• 17986-94-6 1-Acetyl-perhydroindan 
• 31660-37-4 1-hydroxyhydrindane 
• 53921-54-3 cis-bicyclo<4.3.0>non-3-en-7-one 
• 52775-75-4 7-Methylen-cis-bicyclo<4.3.0>nonan 
• 930-30-3 cyclopent-2-enone 
• 106-99-0 buta-1,3-diene 
• 1192-88-7 1-cyclohexene-1-carboxaldehyde 
• 40954-54-9 cis-Bicyclo<5.2.0>nonan-4-on-aethylenketal 
• 4594-78-9 cyclohexanone-2-propionitrile 
• 54211-18-6 bicyclo[4.2.0]octan-7-one 
• 75-11-6 diiodomethane 
• 103263-24-7 3-(2-carboxy-cyclohexyl)-propionic acid 
• 108-24-7 acetic anhydride 

Downstream Products

• 93027-40-8 (+/-)-trans-hexahydro-indanone-⁽¹⁾-(O-benzoyl oxime ) 
• 20480-56-2 cis-α-Hydrindanon-oxim 
• 93027-40-8 (+/-)-cis-hexahydro-indanone-⁽¹⁾-(O-benzoyl oxime ) 
• 60417-93-8 1-Phenyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one 
• 20480-56-2 trans-1-Hydrindanon-oxim 
• 4430-31-3 (+/-)-(4aR,8aR)-octahydro-2H-chromen-2-one 
• 4541-49-5 (+/-)-4-nitro-benzoic acid-((3ar,7ac)-hexahydroindan-1c-yl ester) 
• 4541-49-5 (+/-)-4-nitro-benzoic acid-((3ar,7ac)-hexahydroindan-1t-yl ester) 
• 31660-41-0 (+/-)-toluene-4-sulfonic acid-((3ar,7ac)-hexahydro-indan-1c-yl ester) 

Relevant academic research and scientific papers

Reductive radical cyclization of cyclic γ-cyanoketones promoted by samarium(II) iodide without photoirradiation

Reaction of cyclic γ-cyanoketones with 3 equiv. of SmI2 in the presence of t-BuOH as a proton source in HMPA-THF without photoirradiation gave the desired α-hydroxycycloalkanones along with overreduced ketones after hydrolysis. In the absence of t-BuOH, the formation of the overreduced ketones was depressed and the yields of the α-hydroxyketones increased, while the reaction proceeded slowly.

Highly Selective Hydrogenation of Aromatic Ketones and Phenols Enabled by Cyclic (Amino)(alkyl)carbene Rhodium Complexes

Air-stable Rh complexes ligated by strongly σ-donating cyclic (amino)(alkyl)carbenes (CAACs) show unique catalytic activity for the selective hydrogenation of aromatic ketones and phenols by reducing the aryl groups. The use of CAAC ligands is essential for achieving high selectivity and conversion. This method is characterized by its good compatibility with unsaturated ketones, esters, carboxylic acids, amides, and amino acids and is scalable without detriment to its efficiency.

Regio- and stereoselective cyclization reactions of unsaturated silyl enol ethers by photoinduced electron transfer - Mechanistic aspects and synthetic approach

Oxidative photoinduced electron transfer (PET) reactions have been performed with various silyl enol ethers and silyloxy-2H-chromones bearing an olefmic or silylacetylenic side chain. The reactions result in regioselective ring closure with the formation of bi- to tetracyclic ring systems with a well-defined ring juncture, e.g. perhydrophenanthrenones 13 or benzo-annellated xanthenones 24. Our investigations have focussed on the optimization of this cychzation method with regard to irradiation time and product yield. The irradiation times could be reduced by using the cosensitized PET method. Modifying the substrate at the silyl group led to enhanced yields. In addition, we found that solvent and pressure dependences are important tools, allowing control of the regiochemistry. Both the synthesis of 6-endo products by radical cationic reaction pathways, as well as 5-exo ring closure by radical intermediates was achieved. Mechanistic details, including findings from deuterium labelling experiments, are discussed.

A facile conversion of substituted cyclobutanones to cyclopentanones by CH2I2/SmI2 system

Ring expansion reaction of a substituted cyclobutanone with CH2I2 and SmI2 proceeded cleanly in extended reaction time (15 h) to afford the corresponding cyclopentanone in good yield, whereas short reaction time (0.5 h) pr

Ruthenium-Catalyzed Oxidation of Nonactivated Alcohols by MnO2

Nonactivated alcohols are oxidized to ketones by MnO2 in the presence of a catalytic system consisting of 2 (1) and 2,6-di-tert-butylbenzoquinone (2).The reaction proceeds via a ruthenium-catalyzed dehydrogenation of the alcohol and subsequent hydrogen transfer to 2,6-di-tert-butylbenzoquinone (2).The hydroquinone formed is reoxidized to quinone by MnO2.

Electroorganic Chemistry. 140. Electroreductively Intra- and Intermolecular Couplings of Ketones with Nitriles

Electroreduction of γ- and δ-cyano ketones in i-PrOH with Sn cathode gave α-hydroxy ketones and their dehydroxylated ketones as the intramolecularly coupled products.Guaiazulene, (-)-valeranone, polyquinanes, dihydrojasmone, methyl dihydrojasmonate, and rosaprostol have been synthesized by utilizing this electroreductive intramolecular coupling of γ- and δ-cyano ketones in one of the key steps.Similarly, electroreduction of a mixture of ketone and nitrile gave the corresponding intermolecularly coupled product.The product obtained by the electroreductive intermolecular coupling of (+)-dihydrocarvone with acetonitrile has been found to be the precursor of an effective chiral ligand for the enantioselective addition of diethylzinc to aldehydes.

Acyl Radicals: Intermolecular and Intramolecular Alkene Addition Reactions

A full study of the use of phenyl selenoesters as precursors to acyl radicals and their subsequent participation in intermolecular and intramolecular alkene addition reactions is detailed.Primary alkyl-, vinyl-, and arylsubstituted acyl radicals generated by Bu3SnH treatment of the corresponding phenyl selenoesters participate cleanly in intermolecular addition reactions with alkenes bearing electron-withdrawing or radical-stabilizing substituents at rates that exceed those of the potentially competitive decarbonylation or reduction.Similarly, their intramolecular addition to activated or unactivated alkenes proceeds without significant competitive reduction or decarbonylation and at rates generally >/= 1 x 106 s-1 with some occuring at rates >/= 3 x 107 s-1.Consistent with their behavior in intermolecular addition reactions, the 5-exo-trig cyclizations of secondary and tertiary alkyl-substituted acyl radicals to an unactivated olefin acceptor may be accompanied by varying degrees of decarbonylation, even under low-temperature free-radical conditions.Studies are presented which suggest that the intramolecular additions of acyl radicals to alkenes under the conditions detailed herein may be regarded as irreversible, kinetically controlled processes which exhibit regioselectivity that is predictable based on well-established empirical rules set forth for the analogous free-radical cyclization reactions of alkyl radicals.

Substituted acrylamido-penicillanic acid derivatives

Compounds of formula (I) and their derivatives: wherein X is hydrogen or a group NHR1, wherein R1 is hydrogen or an amino protecting group, and R is an optionally substituted spiro, fused or bridged bicyclic group optionally containing one or more heteroatoms selected from oxygen, nitrogen and sulphur, are new and useful in the treatment of bacterial infections in humans and animals.

ELECTROREDUCTIVE INTRAMOLECULAR COUPLING OF γ- AND δ-CYANOKETONES

Electroreduction of γ- and δ-cyanoketones in i-PrOH gave cyclized products α-hydroxyketones and their dehydroxylated ketones, and this reaction was applied to the synthesis of dihydrojasmone, methyl dihydrojasmonate, and Rosaprostol.

Acyl Radicals: Functionalized Free Radicals for Intramolecular Cyclization Reactions

A study describing the use of phenyl selenoesters as direct precursors to acyl radicals suitable for the initiation of intramolecular free-radical cyclization reactions is detailed.