92151-73-0

Basic information

• Product Name: Phenol, 2-(phenylethynyl)-
• CAS NO: 92151-73-0
• Molecular Formula: C14H10O
• Molecular Weight: 194.233
• Mol File: 92151-73-0.mol
• Article Data: 69

Chemical Properties

• CAS DataBase Reference: Phenol, 2-(phenylethynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2-(phenylethynyl)-(92151-73-0)
• EPA Substance Registry System: Phenol, 2-(phenylethynyl)-(92151-73-0)

Safety Data

• Hazardous Substances Data: 92151-73-0(Hazardous Substances Data)

Upstream product

• 533-58-4 2-Iodophenol 
• 536-74-3 phenylacetylene 
• 41398-67-8 2-phenylethynylanisole 
• 1393481-89-4 1-(phenylethynyl)-2-(vinyloxy)-benzene 
• 634153-24-5 1-ethynyl-2-(methoxymethoxy)benzene 
• 939794-47-5 ((2-(methoxymethoxy)phenyl)ethynyl)trimethylsilane 
• 80778-47-8 1-iodo-2-methoxymethoxybenzene 
• 2926-29-6 Langlois reagent 
• 32865-61-5 2-iodophenyl acetate 
• 6630-33-7 ortho-bromobenzaldehyde 
• 100-44-7 benzyl chloride 
• 21375-88-2 1-bromo-2-(phenylethenyl)benzene 
• 54737-46-1 2,α,α'-tribromo-bibenzyl 
• 95-56-7 2-hydroxybromobenzene 

Downstream Products

• 374547-66-7 2-(phenylethynyl)-(2-propenyloxy)benzene 
• 211491-23-5 2-(phenylethynyl)-1-(prop-2-ynyloxy)benzene 
• 1839-72-1 2-phenylbenzofuran 
• 25433-77-6 2-phenyl-3-(p-methoxyphenyl)benzofuran 
• 1016642-80-0 1,1-dimethyl-2-phenyl-3-(2-phenylbenzo[b]furan-3-yl)benzo[b]silole 
• 1131341-94-0 1-(2-phenylbenzofuran-3-yl)pentan-3-one 
• 1131341-92-8 3-(2-phenylbenzofuran-3-yl)propanenitrile 
• 1131341-95-1 3-(2-phenylbenzofuran-3-yl)propionic acid ethyl ester 
• 246230-86-4 3-iodo-2-phenylbenzo[b]furan 
• 37883-72-0 2-phenylbenzo[b]furan-3-carbonitrile 
• 1244030-10-1 (E)-2-(2-(2-phenylbenzofuran-3-yl)hex-1-enyl)pyridine 
• 1244029-96-6 tert-butyl 3-(2-phenylbenzofuran-3-yl)propanoate 

Relevant articles and documents

Photocatalyzed Coupling-Cyclization of ortho-Alkynylaryl Vinylethers with Arylsulfonyl Azides

A novel visible-light-induced coupling-cyclization of ortho-alkynylaryl vinylethers with arylsulfonyl azides has been described. This transformation provided a concise approach to access C3-exocyclic C=C bond/C2-alkylsulfone-tethered benzofurans via a solvent-leveraged carbosulfonylation and [2 + 2 + 3] cyclization. Primary mechanistic studies demonstrated that THF belongs to a crucial H atom source.

A Facile Construction of Bisheterocyclic Methane Scaffolds through Palladium-Catalyzed Domino Cyclization

A convenient palladium-catalyzed domino cyclization reaction for the construction of bis(benzofuranyl)methane scaffolds bearing an all-carbon quaternary center has been described. In the cascade process, one C(sp2)—O bond, two C(sp2)—C(sp3) bonds as well as two benzofuran rings are formed in a single synthetic sequence. The approach shows wide scope of substrates and good functional-group tolerance. Moreover, this methodology is successfully extended to the synthesis of benzofuranyl methyl chromane derivatives.

Palladium complexes with an annellated mesoionic carbene (MIC) ligand: Catalytic sequential Sonogashira coupling/cyclization reaction for one-pot synthesis of benzofuran, indole, isocoumarin and isoquinolone derivatives

Two Pd(ii) complexes (1 and 2) featuring a fused π-conjugated imidazo[1,2-a][1,8]naphthyridine-based mesoionic carbene ligand have been synthesized and structurally characterized. Both complexes effectively catalyze the one-pot synthesis of benzofuran starting from phenylacetylene and 2-iodophenol under mild conditions. Complex 1 is found to be an excellent catalyst for the straightforward access to a library of benzofuran, indole, isocoumarin and isoquinolone derivatives by the reaction of terminal alkynes with 2-iodo derivates of phenol, N-methyl aniline, benzoic acid and N-methyl benzamide, respectively. The general utility of the catalytic method is demonstrated using a variety of diversely substituted terminal alkynes and the corresponding desired products are obtained in good to excellent yields. On the basis of control experiments, a two-cycle mechanism is proposed which involves the Sonogashira coupling of 2-iodo derivatives with alkynes and the subsequent cyclization of the corresponding 2-alkynyl compounds.