35308-68-0

Usage

InChI:InChI=1/C9H11NO/c1-6-5-7-8(10-6)3-2-4-9(7)11/h5,10H,2-4H2,1H3

Upstream product

• 95526-46-8 3-hydroxy-2-(2-oxopropyl)-2-cyclohexen-1-one 
• 2749-11-3 (S)-Alaninol 
• 504-02-9 1,3-cylohexanedione 
• 458530-50-2 1-(3-dimethoxypropyl-2-yl)amino-3-cyclohexenone 
• 78-95-5 chloroacetone 
• 36625-33-9 3-azido-2-cyclohexen-1-one 
• 82544-29-4 3-amino-2-<2-oxofuran-5(H)-yl>-2-cyclohexene-1-one 
• 90534-62-6 2-(2-oxopropyl)cyclohexane-1,3-dione 
• 52035-11-7 N-<(3-oxo-2-cyclohexenyl)imino>triphenylphosphorane 
• 598-31-2 1-bromoacetone 
• 82537-40-4 4,5,6,7-tetrahydro-4-oxo-1H-indole-2-acetic acid 
• 134256-35-2 2-(2-Bromo-allyl)-3-chloro-cyclohex-2-enone 
• 73336-28-4 2-(2-bromoprop-2-en-1-yl)cyclohexane-1,3-dione 

Downstream Products

• 1092522-06-9 2-methyl-1-(phenylsulfonyl)-1,5,6,7-tetrahydro-4H-indol-4-one 
• 6116-76-3 3-ethyl-2-methyl-4-oxo-1H-4,5,6,7-tetrahydroindole 
• 1260673-40-2 3-(4-chlorophenylsulfanyl)-2-methyl-4,5,6,7-tetrahydro-1H-indol-4-one 
• 1260673-41-3 N-[3-(4-chlorophenylsulfanyl)-2-methyl-4,5,6,7-tetrahydro-1H-indol-4-ylidene]hydroxylamine 
• 1219450-68-6 3-(hydroxy(2-(pyrrolidin-1-ylsulfonyl)phenyl)methyl)-2-methyl-6,7-dihydro-1H-indol-4(5H)-one 
• 95526-50-4 1,5,6,7-Tetrahydro-2-methyl-1-tosyl-4H-indol-4one 

Relevant academic research and scientific papers

Catalytic Acceptorless Dehydrogenation of Amino Alcohols and 2-Hydroxybenzyl Alcohols for Annulation Reaction under Neutral Conditions

A base-free and acceptorless Ru-catalyzed dehydrogenative approach has been developed for the synthesis ofN-heterocycles by using 1,3-dicarbonyls and amino alcohols through a domino sequential enamine formation and intramolecular oxidative cyclization strategy. This unified approach is also applicable for the synthesis of O-heterocycles involving 2-hydroxybenzyl alcohol as a coupling reactant via consecutive C-alkylation and intramolecular cyclization steps. The present protocol is general for the synthesis of varieties of biologically important scaffolds, such as tetrahydro-4H-indol-4-one, 3,4-dihydroacridin-1(2H)-one, and tetrahydro-1H-xanthen-1-ones derivatives using a single catalytic system, viz. RuH2CO(PPh3)3. Environmentally benign H2O and H2are the only byproducts in this domino process. Moreover, RuH2CO(PPh3)3-catalyzed C3-alkylation of tetrahydro-4H-indol-4-one using alcohol as a alkylating partner is also described in this report. For the first time, a solvent-free gram-scale reaction for the acceptorless dehydrogenative annulation has been demonstrated. A plausible mechanism for the Ru-catalyzed base-free and acceptorless dehydrogenative annulation of amino alcohols or 2-hydroxybenzyl alcohols has been provided with several experimental investigations and spectroscopic evidence.

Synthesis method of 4-hydroxyl-2-methyl-4,5,6,7-tetrahydro-1H-indole-1-carboxylic acid tert-butyl ester

The invention belongs to medical intermediates, and particularly relates to a synthesis method of 4-hydroxyl-2-methyl-4,5,6,7-tetrahydro-1H-indole-1-carboxylic acid tert-butyl ester. The invention provides the synthesis method of 4-hydroxyl-2-methyl-4,5,6,7-tetrahydro-1H-indole-1-carboxylic acid tert-butyl ester for the first time; a synthetic route is provided for the synthesis method of 4-hydroxyl-2-methyl-4,5,6,7-tetrahydro-1H-indole-1-carboxylic acid tert-butyl ester, the synthesis method is short in route, reasonable in design, simple to operate and easy to control, and meanwhile, the yield of the obtained product is relatively high.

Urea decomposition: Efficient synthesis of pyrroles using the deep eutectic solvent choline chloride/urea

A simple and efficient method is reported for the synthesis of pyrroles via condensation of a series of tricarbonyl compounds with ammonia, which was generated in situ from decomposition of the deep eutectic solvent choline chloride/urea.

Understanding the Scope of Feist–Bénary Furan Synthesis: Chemoselectivity and Diastereoselectivity of the Reaction Between α-Halo Ketones and β-Dicarbonyl Compounds

Feist–Bénary furan synthesis, the reaction between α-halocarbonyl and β-dicarbonyl compounds, has been known as an efficient method for generating many different types of furans containing a carbonyl group at C-3. However, it has also been reported that, under similar reaction conditions, intermediate tricarbonyl species could be further converted to alternative furan isomers through the application of a Paal–Knorr synthesis. In this manuscript, we investigate the chemoselectivity and diastereoselectivity of furan synthesis from α-halo ketones and β-dicarbonyl compounds, by carrying out the separation and characterization of the intermediates involved in the reaction. Additionally, a one-pot Feist–Bénary furan synthesis from α-halo ketones and β-dicarbonyl compounds without any base or solvent has also been developed.

HYDROXAMATE DERIVATIVES FOR HDAC INHIBITOR, AND THE PHARMACEUTICAL COMPOSITION COMPRISING THEREOF

The present invention relates to a novel hydroxamate derivatives, more specifically, to novel hydroxamate derivatives having inhibitory activity against Histone Deacetylase (HDAC), isomers thereof, pharmaceutically acceptable salts thereof, hydrates or solvates thereof, use for preparing pharmaceutical compositions, pharmaceutical compositions comprising the same, treatment method using said composition, and a preparing method of novel hydroxamate derivatives. The novel selective hydroxamate derivatives having inhibitory activity against Histone Deacetylase (HDAC) compositions can be used for treatment of inflammatory disease, rheumatoid arthritis, or degenerative disease.

HYDROXAMATE DERIVATIVES FOR HDAC INHIBITOR, AND THE PHARMACEUTICAL COMPOSITION COMPRISING THEREOF

The present invention relates to a novel hydroxamate derivatives, more specifically, to novel hydroxamate derivatives having inhibitory activity against Histone Deacetylase (HDAC), isomers thereof, pharmaceutically acceptable salts thereof, hydrates or solvates thereof, use for preparing pharmaceutical compositions, pharmaceutical compositions comprising the same, treatment method using said composition, and a preparing method of novel hydroxamate derivatives. The novel selective hydroxamate derivatives having inhibitory activity against Histone Deacetylase (HDAC) compositions can be used for treatment of inflammatory disease, rheumatoid arthritis, or degenerative disease.

CRTH2 MODULATORS

Modulators of CRTH2, particularly antagonists of CRTH2, that are useful for treating various disorders, including asthma and respiratory disorders are disclosed. The compounds fall within a genus described by formula I

Thiopyrano[2,3-e]indol-2-ones: Angelicin heteroanalogues with potent photoantiproliferative activity

A new class of compounds, the thiopyrano[2,3-e]indol-2-ones, bioisosters of the angular furocoumarin angelicin, was synthesized with the aim of obtaining new photochemotherapeutic agents. In particular 7,8-dimethyl-thiopyranoindolone 6c s showed a remarka

Efficient synthesis of pyrroles and 4,5,6,7-tetrahydroindoles via palladium-catalyzed oxidation of hydroxy-enamines

Facile and one-pot synthetic route of poly-substituted pyrroles and 4-oxo-4,5,6,7-tetrahydroindoles is established, which consists of three steps: (1) palladium-catalyzed oxidation of hydroxy-enamines by using tetrakis(triphenylphosphine)palladium and mesityl bromide oxidation system, (2) intramolecular cyclization, and (3) dehydration.

Nitrogen fixation: Synthesis of heterocycles using molecular nitrogen as a nitrogen source

Nitrogen fixation using transition metals is a fascinating process. We have already reported on the incorporation of molecular nitrogen into organic compounds using a titanium-nitrogen complex reported by Yamamoto. We developed a novel titanium-catalyzed nitrogenation procedure using TiCl4 in the presence of an excess amount of Li and TMSCl. In this reaction, a 1 atm pressure of nitrogen gas can be used and the reaction proceeds at room temperature. The procedure is very simple. A THF solution of TiCl4 or Ti(O iPr)4 (1 equiv.), Li (10 equiv.), and TMSCl (10 equiv.) was stirred under an atmosphere of nitrogen at room temperature overnight to give titanium-nitrogen complexes. Although the structures of the titanium-nitrogen complexes have not yet been determined, they would consist of N(TMS)3, X2TiN(TMS)2, and XTi=NTMS. Using this procedure, various heterocycles, such as indole, quinoline, pyrrole, pyrrolizine, and indolizine derivatives, could be synthesized from molecular nitrogen in good-to-moderate yields as a stoichiometric reaction based on a titanium complex by a one-pot reaction. Furthermore, monomorine I and pumiliotoxin C were synthesized from molecular nitrogen as a nitrogen source. This procedure was further extended for the syntheses of heterocycles using a catalytic amount of titanium complex; also, indole and pyrrole derivatives were obtained in high yields.