60770-49-2

Basic information

• Product Name: 5-FLUORO-BENZOFURAN-3-ONE
• Synonyms: 5-FLUORO-BENZOFURAN-3-ONE;5-Fluoro-3(2H)-benzofuranone;5-Chloro-3-Benzofuranone;5-Fluoro-3(2H)-benzofuran;5-Fluoro-2,3-dihydro-1-benzofuran-3-one;5-Fluoro-1-benzofuran-3(2H)-one, 2,3-Dihydro-5-fluoro-3-oxobenzo[b]furan;5-Fluorobenzo[b]furan-3(2H)-one 95%;5-Fluorobenzofuran-3(2H)-one
• CAS NO: 60770-49-2
• Molecular Formula: C₈H₅FO₂
• Molecular Weight: 152.1225032
• Mol File: 60770-49-2.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, DMSO (Slightly)
• CAS DataBase Reference: 5-FLUORO-BENZOFURAN-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUORO-BENZOFURAN-3-ONE(60770-49-2)
• EPA Substance Registry System: 5-FLUORO-BENZOFURAN-3-ONE(60770-49-2)

Safety Data

• Hazardous Substances Data: 60770-49-2(Hazardous Substances Data)

Usage

Uses

5-Fluorobenzofuran-3-one

Upstream product

• 2713-29-3 2-iodo-4-fluorophenol 
• 1622092-93-6 2-ethynyl-4-fluorophenol 
• 391-92-4 methyl 5-fluoro-2-hydroxybenzoate 
• 796851-83-7 methyl-5-fluoro-2-(ethoxy-2-oxoethoxy)benzoate 
• 459-60-9 1-fluoro-4-methoxybenzene 
• 79-04-9 chloroacetyl chloride 
• 912971-79-0 2-ethynyl-4-fluoro-1-methoxybenzene 
• 61058-90-0 3-acetoxy-5-fluoro-benzofuran 
• 60770-24-3 2-(carboxymethoxy)-5-fluorobenzoic acid 
• 371-41-5 4-Fluorophenol 
• 2002-75-7 2-chloro-1-(5-fluoro-2-hydroxy-phenyl)-ethanone 

Downstream Products

• 941575-86-6 3-(6-benzyloxy-1-methyl-1H-indol-3-yl)-4-(5-fluorobenzofuran-3-yl)pyrrole-2,5-dione 

Relevant articles and documents

A Hg(OTf)2-Catalyzed Enolate Umpolung Reaction Enables the Synthesis of Coumaran-3-ones and Indolin-3-ones

The potential of mercury catalysis has been extended to the arena of enolate umpolung reactions for the first time by the generation of enolonium species via Hg(OTf)2-catalyzed N-oxide addition to alkynes. The enolonium species formed can undergo intramolecular nucleophilic attack by hydroxyl or amino groups, leading to the synthesis of various coumaran-3-ones and indolin-3-ones.

Virtual screening-driven discovery of dual 5-HT6/5-HT2A receptor ligands with pro-cognitive properties

A virtual screening campaign aimed at finding structurally new compounds active at 5-HT6R provided a set of candidates. Among those, one structure, 4-(5-{[(2-{5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethyl)amino]methyl}furan-2-yl)phenol (1, 5-HT6R Ki = 91 nM), was selected as a hit for further optimization. As expected, the chemical scaffold of selected compound was significantly different from all the serotonin receptor ligands published to date. Synthetic efforts, supported by molecular modelling, provided 43 compounds representing different substitution patterns. The derivative 42, 4-(5-{[(2-{5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl}ethyl)amino]methyl}furan-2-yl)phenol (5-HT6R Ki = 25, 5-HT2AR Ki = 32 nM), was selected as a lead and showed a good brain/plasma concentration profile, and it reversed phencyclidine-induced memory impairment. Considering the unique activity profile, the obtained series might be a good starting point for the development of a novel antipsychotic or antidepressant with pro-cognitive properties.

Practical, modular, and general synthesis of 3-coumaranones through gold-catalyzed intermolecular alkyne oxidation strategy

A gold-catalyzed intermolecular alkyne oxidation for the preparation of 3-coumaranones has been developed. Using 8-isopropylquinoline N-oxides as oxidants, the reactions of o-ethynylanisoles afford versatile 3-coumaranones in moderate to good isolated yields. The synthetic utility of this chemistry is also indicated by the synthesis of the natural product sulfuretin.