10481-34-2

Usage

Uses

Used in Organic Synthesis:
2-Bromo-2-cyclopentenone is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, making it a valuable building block in the creation of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2-Bromo-2-cyclopentenone is used as a precursor for the synthesis of biologically active compounds, contributing to the development of new medications.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, 2-Bromo-2-cyclopentenone is employed as a starting material for the synthesis of bioactive substances, which are integral to the development of agricultural chemicals.
Used in Fine Chemicals Manufacturing:
2-Bromo-2-cyclopentenone is utilized as an intermediate in the manufacturing process of fine chemicals, where its reactivity and functional group compatibility are advantageous for producing high-quality specialty chemicals.

InChI:InChI=1/C5H5BrO/c6-4-2-1-3-5(4)7/h2H,1,3H2

Upstream product

• 71996-27-5 2-(phenylselenenyl)-2-cyclopentenone 
• 1056246-36-6 2-bromocyclopentanone 
• 130249-17-1 2,3-epoxycyclopentanone 
• 930-30-3 cyclopent-2-enone 
• 10493-98-8 2-hydroxy-2-cyclopenten-1-one 
• 121-44-8 triethylamine 
• 86488-28-0 (+/-)-2-bromocyclopent-2-enol 
• 120-92-3 cyclopentanone 
• 14088-61-0 2-diazocyclopentanone 
• 83769-14-6 (2-Bromo-3-oxo-cyclopentyl)-dimethyl-sulfonium; bromide 
• 112621-52-0 2-<(dimethylthiocarbamoyl)oxy>-2-cyclopenten-1-one 

Downstream Products

• 130976-84-0 isopropyl-1-phenyl-2-diaza-1,3-one-7-bicyclo<3,3,0>octene-2 
• 2216-51-5 (-)-menthol 
• 82136-15-0 6-(Toluene-4-sulfinyl)-1,4-dioxa-spiro[4.4]non-6-ene 
• 68241-78-1 6-bromo-1,4-dioxa-spiro[4.4]non-6-ene 
• 357941-22-1 2-bromo-1-phenylethynyl-2-cyclopenten-1-ol 
• 162011-76-9 2-(4-Fluorophenyl)-2-cyclopenten-1-one 
• 36601-73-7 2-carbomethoxycyclopent-2-enone 
• 77037-07-1 2-(4-methoxyphenyl)-2-cyclopenten-1-one 
• 39545-99-8 2-phenylcyclopent-2-enone 

Relevant academic research and scientific papers

The α-arylation of α-bromo- and α-chloroenones using palladium-catalysed cross-coupling

The palladium-catalysed cross-coupling reaction of various arylboronic acids with α-bromoenones and α-chloroenones offers an operationally simple approach to the synthesis of both cyclic and acyclic α-arylenones.

Palladium-catalyzed trimerization of strained cycloalkynes: Synthesis of decacyclene

Palladium-catalyzed cyclotrimerization was applied to three strained cycloalkynes. Pd(PPh3)4 and Pt(PPh3)4-catalyzed cyclotrimerizations of cyclohexyne (2) afforded dodecahydrotriphenylene (3) in 64% and 62% yields, respectively, but subjecting cyclopentyne to the same conditions failed to afford isolable amounts of the cyclotrimer. Finally, decacyclene (15), a putative C60-fullerene precursor, was obtained in 23% yield by Pd2(dba)3-catalyzed cyclotrimerization of acenaphthyne (14).

Diels-Alder routes to angularly halogenated cis-fused bicyclic ketones: Readily accessible cyclynone intermediates

We have developed an efficient Lewis acid-catalyzed Diels-Alder route to a series of cis-fused bicyclic ketones bearing quaternary halogenation at the angular position. We have also developed a Diels-Alder-based one-flask method for the regioselective pre

Enantioselective construction of the tricyclic core of curcusones A-D: Via a cross-electrophile coupling approach

Herein we report our recent progress toward the enantioselective total synthesis of the diterpenoid natural products curcusones A-D by means of complementary Stetter annulation or ring-closing metathesis (RCM) disconnections. Using the latter approach, we

Photocycloaddition Chemistry of 2-(Trimethylsilyl)cyclopentenone and 5-(Trimethysilyl)uracil. The Utility of a Trimethylsilyl Group as a Removable Directing Group in Photochemistry

The photocycloaddition reactions of 2-(trimethylsilyl)cyclopentenone with isobutylene, methylenecyclohexane, isopropenyl acetate, propylene, and propyne were investigated. In the first three cases, a regiospecific reaction giving the head-to-tail photoadd

A remarkably simple one-step procedure for the preparation of α-bromo-α,β-unsaturated carbonyl compounds

An easy and convenient one-step procedure for the conversion of α,β-unsaturated carbonyl compounds into their corresponding bromo-enones using NBS-Et3N·3HBr in the presence of potassium carbonate in dichloromethane at 0°C to room temperature under very mild conditions in high yields and significantly shorter times, is reported. Georg Thieme Verlag Stuttgart.

Studies on DNA cleaving agents: Synthesis and chemically induced cycloaromatization of a monocyclic neocarzinostatin chromophore analogue

The synthesis of an acyclic analogue of neocarzinostatin chromophore is described. This analogue is found to undergo cycloaromatization in the presence of thiols; the process involves a previously undetected internal hydrogen abstraction reaction.

Asymmetric conjugate addition to α-halo enones: Dramatic effect of styrene on the enantioselectivity

A simple trick could prove generally valuable for asymmetric copper-catalyzed conjugate addition reactions. It was found that the enantioselectivities of such reactions of dialkyl zinc reagents with α-halo enones in the presence of chiral phosphorimidite

A mild preparation of α-halo-α,β-enones from cyclic enones

A simple one pot procedure flor the selective transformation of cyclic enones into α-halo-α,β-enones is reported using dimethyldioxirane and metal halides/Amberlyst 15. The method appears particularly appealing for the preparation of labelled molecules for use with the CMIA technique.

α-Bromination of linear enals and cyclic enones

Facile α-bromination of cyclic enones and linear enals involving N-bromosuccinimide and 1-2 equiv of pyridine-N-oxide is reported herein. α-Bromination of linear enals was found to proceed with double bond geometry retention.