344562-15-8

Basic information

• Product Name: 4-CHLORO-2-PHENYLBENZOFURAN
• Synonyms: 4-CHLORO-2-PHENYLBENZOFURAN
• CAS NO: 344562-15-8
• Molecular Formula: C₁₄H₉ClO
• Molecular Weight: 228.67
• Mol File: 344562-15-8.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-CHLORO-2-PHENYLBENZOFURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-2-PHENYLBENZOFURAN(344562-15-8)
• EPA Substance Registry System: 4-CHLORO-2-PHENYLBENZOFURAN(344562-15-8)

Safety Data

• Hazardous Substances Data: 344562-15-8(Hazardous Substances Data)

Upstream product

• 858854-82-7 3-chloro-2-iodo-phenol 
• 536-74-3 phenylacetylene 
• 945470-03-1 3-chloro-2-iodo-1-triisopropylsilyloxybenzene 
• 863870-77-3 3-chloro-2-iodophenyl N,N-dimethyl O-carbamate 
• 28995-88-2 1-methyl-4-((phenylethynyl)sulfonyl)benzene 
• 159390-33-7 3-chlorophenyl N,N-diethylcarbamate 
• 576-24-9 2,3-dichlorophenol 
• 108-43-0 3-monochlorophenol 

Downstream Products

• 1451183-27-9 4-(4-methoxylphenyl)-2-phenylbenzo[b]furan 
• 1451183-33-7 4-(2-methoxyphenyl)-2-phenylbenzo[b]furan 
• 1451183-30-4 4-(4-methylphenyl)-2-phenylbenzo[b]furan 
• 863870-95-5 4-heptyl-2-phenylbenzo[b]furan 
• 863870-96-6 4-butyl-2-phenylbenzo[b]furan 

Relevant articles and documents

Transition Metal-Free Synthesis of Halobenzo[b]furans from O-Aryl Carbamates via o-Lithiation Reactions

A straightforward and transition metal-free one-pot protocol to synthesize halobenzo[b]furans has been developed employing simple and easily available starting materials such as O-aryl carbamates and alkynylsulfones. The fine-tuning of the different steps involved was key to achieving a successful one-pot procedure. Initially, a directed ortho-lithiation process, which uses the carbamate as the directed metalation group, was crucial in providing access to O-2-alkynylaryl N,N-diethyl carbamates by a direct alkynylation of the o-lithiated carbamate, with arylsulfonylalkynes as electrophilic reagents. Cyclization of the generated o-alkynylaryl carbamates was successfully accomplished through a strategy involving in situ carbamate alkaline hydrolysis under conventional heating or microwave irradiation, coupled with a subsequent heterocyclization step delivering the desired benzo[b]furans. A wide variety of new halobenzo[b]furans has been synthesized and their utility has been demonstrated by their further transformation.

One-Pot Synthesis of Substituted Benzo[b]furans and Indoles from Dichlorophenols/Dichloroanilines Using a Palladium-Dihydroxyterphenylphosphine Catalyst

Disubstituted benzo[b]furans were synthesized by ortho-selective Sonogashira coupling of dichlorophenols and terminal alkynes, followed by cyclization and Suzuki-Miyaura coupling in one pot, using a palladium-dihydroxyterphenylphosphine (Cy-DHTP) catalyst. The use of substoichiometric amounts of tetrabutylammonium chloride was effective in accelerating the Suzuki-Miyaura coupling. This protocol was also successfully applied to the one-pot synthesis of disubstituted indoles from dichloroaniline derivatives.

Regioselective synthesis of 4- and 7-alkoxyindoles from 2,3-dihalophenols: Application to the preparation of indole inhibitors of phospholipase A 2

(Chemical Equation Presented) An efficient and regioselective synthesis of 4- and 7-alkoxyindoles has been developed from commercially available starting materials such as 3-halophenols and 3-chloroanisole. Directed ortho-metalation followed by two pallad