58777-57-4

Usage

Uses

Used in Pharmaceutical Industry:
2-Furancarbonyl chloride, 3-bromo(9CI) is used as a synthetic intermediate for the development of various pharmaceutical compounds. It plays a crucial role in the synthesis of 3-?aryl-?5-?aryl-?1,?2,?4-?oxadiazoles, which are known for their apoptotic properties. These compounds are being explored for their potential use as apoptosis inducers, which can help in the treatment of various diseases, including cancer.
Used in Chemical Research:
In addition to its pharmaceutical applications, 2-Furancarbonyl chloride, 3-bromo(9CI) is also utilized in chemical research as a reagent for the synthesis of various organic compounds. Its unique structure and reactivity make it a valuable tool for chemists working on the development of new molecules with potential applications in various fields.

Upstream product

• 14903-90-3 3-bromofuran-2-carboxylic acid 

Downstream Products

• 816418-32-3 3-bromofuran-2-carboxylic acid methylamide 
• 906344-87-4 3-bromofuran-2-carboxylic acid benzylamide 
• 721450-75-5 5-(3-Bromofuran-2-yl)-3-(4-chloro-2-methyl-phenyl)-[1,2,4]oxadiazole 
• 478488-70-9 5-(3-bromo-furan-2-yl)-3-(4-chloro-phenyl)-[1,2,4]-oxadiazole 

Relevant academic research and scientific papers

Halogenation effects in intramolecular furan Diels-Alder reactions: Broad scope synthetic and computational studies

For the first time a comprehensive synthetic and computational study of the effect of halogen substitution on both furan and dienophile for the intramolecular Furan Diels-Alder (IMDAF) reaction has been undertaken. Contrary to our initial expectations, ha

Conformational effects in diastereoselective aryne diels-alder reactions: synthesis of benzo-fused [2.2.1] heterobicycles

It was found that the diastereoselectivity of the Dials-Alder reaction between arynes and substituted furans Is highly sensitive to substitution, which affects the reactive conformation. By varying the location of the groups on the diene partner, It Is po

Halo substituent effects on intramolecular cycloadditions involving furanyl amides

Intramolecular Diels-Alder reactions involving a series of N-alkenyl-substituted furanyl amides were investigated. Stable functionalized oxanorbornenes were formed in high yield upon heating at 80-110 °C. The cycloaddition reactions include several bromo-substituted furanyl amides, and these systems were found to proceed at a much faster rate and in higher yield than without substitution. This effect was observed by incorporating a halogen in the 3- or 5-position of the furan ring and appears to be general. The origin of increased cycloaddition rates for halo-substituted furans has been investigated with quantum mechanical calculations. The success of these reactions is attributed to increases in reaction exothermicities; this both decreases activation enthalpies and increases barriers to retrocycloadditions. Halogen substitution on furan increases reactant energy and stabilizes the product, which is attributed to the preference of electronegative halogens to be attached to a more highly alkylated and therefore more electropositive framework.

Synthesis of 6-phenanthridinones and their heterocyclic analogues through palladium-catalyzed sequential aryl-aryl and N-aryl coupling

(Chemical Equation Presented) 6-Phenanthridinones and their heterocyclic analogues were synthesized through a one-pot procedure based on consecutive Pd-catalyzed aryl-aryl and N-aryl coupling from iodoarenes ortho-substituted by electron-releasing substituents and amides of o-bromoarene- and heteroarenecarboxylic acids.