13141-26-9

Basic information

• Product Name: Benzofuran, 5-bromo-2-phenyl-
• CAS NO: 13141-26-9
• Molecular Formula: C14H9BrO
• Molecular Weight: 273.129
• Mol File: 13141-26-9.mol
• Article Data: 29

Chemical Properties

• CAS DataBase Reference: Benzofuran, 5-bromo-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzofuran, 5-bromo-2-phenyl-(13141-26-9)
• EPA Substance Registry System: Benzofuran, 5-bromo-2-phenyl-(13141-26-9)

Safety Data

• Hazardous Substances Data: 13141-26-9(Hazardous Substances Data)

Usage

General Description

5-bromo-2-phenylbenzofuran, also known as 2-Phenyl-5-bromobenzofuran, is a chemical compound with the molecular formula C14H9BrO. It is a benzofuran derivative with a bromine atom at the 5-position and a phenyl group at the 2-position. Benzofuran, 5-bromo-2-phenyl- is used in organic synthesis and pharmaceutical research as a building block for the synthesis of various biologically active compounds. It has been investigated for its potential antipsychotic and anticancer activities, and its versatile reactivity makes it a valuable intermediate in the production of pharmaceuticals and other organic compounds. Additionally, 5-bromo-2-phenylbenzofuran is also used as a research tool in the study of chemical and biological processes.

Upstream product

• 4755-72-0 Chloro-phenyl-acetic acid 
• 1761-61-1 5-bromosalicyclaldehyde 
• 1135146-47-2 C₁₇H₁₉BrO₂Si 
• 1191415-07-2 4-bromo-2-(2,2-dibromovinyl)phenol 
• 2996-92-1 phenyl trimethylsiloxane 
• 185407-46-9 2-(5-bromo-2-methoxyphenyl)-1-phenylethanone 
• 10576-12-2 ethyl acetohydroximate 
• 139139-81-4 bis(4-bromophenyl)iodonium triflate 
• 98-86-2 acetophenone 
• 23145-07-5 5-bromobenzofuran 
• 109674-45-5 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide 
• 610-71-9 2,5-dibromobenzoic acid 
• 136105-40-3 1,4-dibromo-2-(bromomethyl)benzene 
• 1352954-96-1 4-bromo-2-(phenylethynyl)phenol 

Downstream Products

• 121045-39-4 5-methyl-2-phenylbenzofuran 
• 1052726-93-8 5-bromo-3-(2-chloroacetyl)-2-phenylbenzo[b]furan 

Relevant articles and documents

Palladium-catalyzed tandem reaction of 2-hydroxyarylacetonitriles with sodium sulfinates: One-pot synthesis of 2-arylbenzofurans

The first example of the palladium-catalyzed one-pot synthesis of 2-arylbenzofurans in moderate to excellent yields via a tandem reaction of 2-hydroxyarylacetonitriles with sodium sulfinates is reported. A plausible mechanism for the formation of 2-arylbenzofurans involving desulfinative addition and intramolecular annulation reactions is proposed. Moreover, the present synthetic route to benzofurans could be readily scaled up to the gram quantity without any difficulty. Thus, the method represents a convenient and practical strategy for synthesis of benzofuran derivatives. This journal is the Partner Organisations 2014.

Highly Efficient Synthesis of 2-Substituted Benzo[ b ]furan Derivatives from the Cross-Coupling Reactions of 2-Halobenzo[ b ]furans with Organoalane Reagents

A highly efficient and simple route for the synthesis of 2-substituted benzo[ b ]furans has been developed by palladium-catalyzed cross-coupling reaction of 2-halobenzo[ b ]furans with aryl, alkynyl, and alkylaluminum reagents. Various 2-aryl-, 2-alkynyl-, and 2-alkyl-substituted benzo[ b ]furan derivatives can be obtained in 23-97% isolated yields using 2-3 mol% PdCl 2/4-6 mol% XantPhos as the catalyst under mild reaction conditions. The aryls bearing electron-donating or electron-withdrawing groups in 2-halobenzo[ b ]furans gave products in 40-97% isolated yields. In addition, aluminum reagents containing thienyl, furanyl, trimethylsilanyl, and benzyl groups worked efficiently with 2-halobenzo[ b ]furans as well, and three bioactive molecules with 2-substituted benzo[ b ]furan skeleton were synthesized. Furthermore, the broad substrates scope and the typical maintenance of vigorous efficiency on gram scale make this protocol a potentially practical method to synthesize 2-substituted benzo[ b ]furan derivatives. On the basis of the experimental results, a possible catalytic cycle has been proposed.

Arylation synthesis method for novel five-membered aromatic heterocycle and aromatic-ring five-membered aromatic heterocycle

The invention belongs to the technical field of organic synthesis and in particular relates to an arylation synthesis method for a five-membered aromatic heterocycle or an aromatic-ring five-memberedaromatic heterocycle under the participation of an arylhydrazine derivative serving as a novel arylation reagent. The method comprises the steps: adding a raw material and aroyl hydrazine into a reactor, and carrying out a reaction at 60-100 DEG C for 8-24h under the condition that an oxidant and a transition metal catalyst are added; after the reaction is ended, carrying out suction filtration, extracting a filtrate by using ethyl acetate, carrying out drying to obtain a crude product of a target compound, and carrying out column chromatography on silica gel to obtain a pure product of the target compound. The arylation synthesis method for the five-membered aromatic heterocycle or the aromatic-ring five-membered aromatic heterocycle is scientific and reasonable and has the advantages such as simplicity and convenience in operation, relatively high yield and simplicity in amplification and purification.