31608-28-3

Usage

Uses

Used in Pharmaceutical Industry:
(E)-2-(4-Methylbenzylidene)cyclopentanone is used as an intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and medicines.
Used in Agrochemical Industry:
(E)-2-(4-Methylbenzylidene)cyclopentanone serves as a key component in the production of agrochemicals, playing a role in the creation of pesticides, herbicides, and other agricultural products to enhance crop protection and yield.
Used in Organic Synthesis:
(E)-2-(4-Methylbenzylidene)cyclopentanone is utilized as a building block in organic synthesis, allowing for the development of a wide array of chemical products and materials.
Used in Perfumery and Fragrance Industry:
Due to its strong, sweet, and floral odor, (E)-2-(4-Methylbenzylidene)cyclopentanone is used as a fragrance ingredient in the perfumery industry, adding unique and appealing scents to various products.
Used in Research and Development:
(E)-2-(4-Methylbenzylidene)cyclopentanone is also studied for its potential biological and pharmacological activities, making it a valuable asset in the field of research and development for new applications and discoveries.

Upstream product

• 936-52-7 1-(N-morpholino)cyclopent-1-ene 
• 104-87-0 4-methyl-benzaldehyde 
• 23153-73-3 ethyl 1,4-dioxaspiro[4,4]nonane-6-carboxylate 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 141-28-6 diethyl adipate 
• 120-92-3 cyclopentanone 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Downstream Products

• 100371-74-2 2-(4-methylbenzylidene)cyclopentanone oxime 
• 1048972-04-8 2-methylene-5-(4-methylbenzylidene)cyclopentanone 
• 1319726-93-6 (1R,3R,4R,5R)-methyl 1-(4-chlorophenyl)-6-oxo-4-p-tolyl-2-azaspiro[4.4]nonane-3-carboxylate 

Relevant academic research and scientific papers

Ruthenium-catalysed synthesis of chiral exocyclic allylic alcoholsviachemoselective transfer hydrogenation of 2-arylidene cycloalkanones

An exclusive asymmetric reduction of C=O bonds of 2-arylidene four-, five-, six-, and seven-membered cycloalkanones has been studied systematically. The asymmetric transfer hydrogenation was performed using a robust and commercially available chiral diamine-derived ruthenium complex as a catalyst and HCOOH/Et3N as a hydrogen source under mild conditions, giving 51 examples of chiral exocyclic allylic alcohols in up to 96% yield and 99% ee. This method was also applicable to the gram-scale synthesis of the active intermediates of the anti-inflammatory loxoprofen and natural product (?)-goniomitine.

Synthesis of hexahydrophenanthridines via the tandem reaction of benzynes

A tandem insertion-cyclization reaction between carbocyclic β–amino ketones and benzynes has been described, producing hexahydrophenanthridines in moderate to high yields.

RuPHOX-Ru-Catalyzed Selective Asymmetric Hydrogenation of Exocyclic α,β-Unsaturated Pentanones

A RuPHOX-Ru catalyzed selective asymmetric hydrogenation of exocyclic α,β-unsaturated ketones has been developed, furnishing the corresponding chiral exocyclic allylic alcohols in high yields and with up to >99.5percent ee. The reaction could be performed on a gram scale with a relatively low catalyst loading (up to 10000 S/C) without any loss in reaction activity and enantioselectivity. The resulting hydrogenated products could be easily transformed to several biologically active compounds with high asymmetric performance. The asymmetric protocol provides an efficient methodology for the synthesis of chiral exocyclic allylic alcohols.

A Ferrocene-Based NH-Free Phosphine-Oxazoline Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones

A new type of ferrocene-based phosphine-oxazoline ligand has been prepared over a few simple steps. An iridium complex of this ligand is air stable and exhibits excellent performance for the asymmetric hydrogenation of simple ketones (up to 98% yield, up to 99% ee, and 20?000 S/C). Exo-α,β-unsaturated cyclic ketones could be regiospecifically hydrogenated to give chiral allylic alcohols with good results. This study indicates that P,N-ligands can also efficiently promote Ir-catalyzed asymmetric hydrogenation without NH-hydrogen-bonding assistance.

Ultrasound mediation for efficient synthesis of monoarylidene derivatives of homo- and heterocyclic ketones

Ultrasonic irradiation was efficiently used for high yield synthesis of monoarylidene derivatives of cyclic systems directly from the reaction of ketone with various aldehydes under solvent-free conditions. Reactions took place rapidly in the presence of catalytic amounts of pyrrolidine, while no significant formation of the undesired bis by-products was observed. Moreover, the procedure was applicable to both homo- and heterocyclic ketones.

2-METHYLENE-5-SUBSTITUTED-METHYLENECYCLOPENTANONE DERIVATIVES AND USE THEREOF

The invention relates to 2-methylene-5-substituted-methylenecyclopentanone derivatives of formula I, and the use thereof. The derivatives of formula I as active components are useful for preparing a medicine for the treatment and/or prevention of cancer diseases such as breast cancer, lung cancer, colon cancer, rectal cancer, stomach cancer, prostate cancer, bladder cancer, uterus cancer, pancreatic cancer and ovary cancer. The active compounds of the invention may be used as an anticancer drug alone or used in combination with one or more other antitumor drugs. A combined therapy can be carried out by administrating each therapeutic component concurrently, subsequently or separately.

2-METHYLENE-5-SUBSTITUTED METHYLENE CYCLOPENTANONE DERIVATIVES AND USE THEREOF

The invention relates to 2-methylene-5-substituted-methylenecyclopentanone derivatives of formula I, and the use thereof. The derivatives of formula I as active components are useful for preparing a medicine for the treatment and/or prevention of cancer diseases such as breast cancer, lung cancer, colon cancer, rectal cancer, stomach cancer, prostate cancer, bladder cancer, uterus cancer, pancreatic cancer and ovary cancer. The active compounds of the invention may be used as an anticancer drug alone or used in combination with one or more other antitumor drugs. A combined therapy can be carried out by administrating each therapeutic component concurrently, subsequently or separately.

A greener approach for the synthesis of 1-N-methyl-(spiro[2.3′]oxindolespiro[3.2″]/spiro[2.3′]indan-1,3-dionespiro[2.2″])cyclopentanone-4-aryl pyrrolidines

N,N-Dimethylammonium N′,N′-dimethyl carbamate (DIMCARB), a reusable reaction medium, has been used in the synthesis of a number of monoarylidene cyclopentanones. These compounds are used as dipolarophiles in the 1,3-dipolar cycloaddition reaction of an az

Quinoline synthesis: Scope and regiochemistry of photocyclisation of substituted benzylidenecyclopentanone O-alkyl and O-acetyloximes

Irradiation of substituted 2-benzylidenecyclopentanone O-alkyl and O-acetyloximes in methanol provides a convenient synthesis of alkyl, alkoxy, hydroxy, acetoxy, amino, dimethylamino and benzo substituted annulated quinolines. para-Substituents yield 6-substituted-2,3-dihydro-1H-cyclopenta[b] quinolines with 8-substituted products being obtained from ortho-substituted starting materials. Reactions of meta-substituted precursors are highly regioselective, with alkyl substituents leading to 5-substituted 2,3-dihydro-1H-cyclopenta[b]quinolines and more strongly electron-donating substituents generally resulting in 7-substituted products. 2-Furylmethylene and 2-thienylmethylene analogues yield annulated furo- and thieno-[2,3e]pyridines respectively. Sequential E- to Z-benzylidene group isomerisation and six π-electron cyclisation steps result in formation of a short-lived dihydroquinoline intermediate which spontaneously aromatises by elimination of an alcohol or acetic acid. For 2-benzylidenecyclopentanone O-allyloxime, singlet excited states are involved in both steps. The Royal Society of Chemistry 2007.