1176869-73-0

Basic information

• Product Name: 2-[(4-methoxyphenyl)sulfinyl]-1-benzofuran
• Synonyms: 2-[(4-methoxyphenyl)sulfinyl]-1-benzofuran
• CAS NO: 1176869-73-0
• Molecular Weight: 272.324
• Mol File: 1176869-73-0.mol

Chemical Properties

• CAS DataBase Reference: 2-[(4-methoxyphenyl)sulfinyl]-1-benzofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-methoxyphenyl)sulfinyl]-1-benzofuran(1176869-73-0)
• EPA Substance Registry System: 2-[(4-methoxyphenyl)sulfinyl]-1-benzofuran(1176869-73-0)

Safety Data

• Hazardous Substances Data: 1176869-73-0(Hazardous Substances Data)

Upstream product

• 271-89-6 1-benzofurane 
• 31401-23-7 p-methoxybenzenesulfinyl chloride 

Downstream Products

• 1176869-81-0 3-(4-fluorophenyl)-2-[(4-methoxyphenyl)sulfinyl]-1-benzofuran 
• 1176869-80-9 3-[(4-chlorophenyl)thio]-2-[(4-methoxyphenyl)sulfinyl]-1-benzofuran 
• 1309446-63-6 ethyl 4-(3-cyanobenzofuran-2-yl)benzoate 
• 1309446-57-8 2-((4-methoxyphenyl)sulfinyl)benzofuran-3-carbonitrile 
• 1309446-62-5 (3-chlorophenyl)(3-((4-chlorophenyl)thio)benzofuran-2-yl)methanol 

Relevant articles and documents

2,3-Functionalization of furans, benzofurans and thiophenes via magnesiation and sulfoxide-magnesium exchange

The use of TMPMgCl·LiCl and iPrMgCl·LiCl allows a sequential 2,3-difunctionalization of various 2-arylsulfinyl furans, thiophenes and benzofurans. Subsequent use of the same reagents permits a selective full functionalization of all 4 positions of the fur

Difunctionalisation of arenes and heteroarenes by directed metallation and sulfoxide-magnesium exchange

The aryl sulfoxide moiety allows an expedient two-step difunctionalisation of readily available diaryl sulfoxides. Highly functionalised 1,2,4-trisubstituted arenes and difunctionalised heteroarenes (furans, thiophenes, benzofurans and pyridines) were prepared in a two-step sequence, triggered by an aryl sulfoxide group. In the first step, the sulfoxide moiety acts as a metallation-directing group, allowing smooth ortho-magnesiation with TMPMgCl.LiCl (TMP=tetramethylpiperidine). After a quenching reaction with an electrophile, the resulting sulfoxide is converted into a second magnesium reagent with iPrMgCl.LiCl (sulfoxide-magnesium exchange), which can be trapped with various electrophiles. Highly chemoselective TMPMgCl.LiCl and iPrMgCl.LiCl are compatible with a broad range of functional groups (e.g., F, Cl, CF 3, CN, CO2tBu, alkynyl, ethers, thioethers). Large-scale reactions (25-40 mmol) and the preparation of fully functionalised furans and thiophenes are also reported. Successful exchange: Highly functionalised 1,2,4-trisubstituted arenes and difunctionalised heteroarenes were prepared in a two-step sequence, triggered by an aryl sulfoxide group. The chemoselective reagents used, TMPMgCl.LiCl (TMP=tetramethylpiperidine) and iPrMgCl.LiCl, are compatible with a broad range of functional groups (see scheme; E=electrophile.)