131516-08-0

Basic information

• Product Name: Furan, 2,3-dihydro-2-(4-methoxyphenyl)-, (R)-
• CAS NO: 131516-08-0
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Mol File: 131516-08-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Furan, 2,3-dihydro-2-(4-methoxyphenyl)-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Furan, 2,3-dihydro-2-(4-methoxyphenyl)-, (R)-(131516-08-0)
• EPA Substance Registry System: Furan, 2,3-dihydro-2-(4-methoxyphenyl)-, (R)-(131516-08-0)

Safety Data

• Hazardous Substances Data: 131516-08-0(Hazardous Substances Data)

Upstream product

• 1191-99-7 2,3-dihydro-2H-furan 
• 66107-29-7 4-methoxyphenyl triflate 
• 3899-91-0 4-methoxyphenyl p-toluenesulfonate 
• 19013-30-0 p-methoxyphenyl mesylate 
• 3857-83-8 2-naphthyl triflate 
• 17763-67-6 Phenyl triflate 
• 696-62-8 para-iodoanisole 
• 19115-30-1 1-(4-methoxyphenyl)-2-propyn-1-ol 
• 108-22-5 Isopropenyl acetate 
• 146983-99-5 1-(4-methoxylphenyl)buta-2,3-dien-1-ol 
• 123994-49-0 3,4-dihydro-1-naphthyl triflate 

Relevant articles and documents

Enantioselective Intermolecular Heck and Reductive Heck Reactions of Aryl Triflates, Mesylates, and Tosylates Catalyzed by Nickel

Nickel-catalyzed intermolecular Heck reaction of cycloalkenes proceeds well with aryl triflates, mesylates and tosylates in excellent enantiomeric ratios. The asymmetric reductive Heck reaction also works with a 2-cyclopentenone ketal, which is equivalent to conjugate arylation of the enone itself.

Kinetic resolution of 2-substituted-2,3-dihydrofurans by a palladium-catalyzed asymmetric Heck reaction

The kinetic resolution of 2-substituted-dihydrofurans via a palladium-catalyzed asymmetric Heck reaction was realized, providing optically active 2-substituted-dihydrofurans and trans-2,5-disubstituted-dihydrofurans in high yield and good enantioselectivities with an S factor up to 70.

Palladium-catalyzed asymmetric Heck arylation of 2,3-dihydrofuran-effect of prolinate salts

Chiral ionic liquids (CILs) containing l-prolinate and l-lactate anions and non-chiral quaternary ammonium cations were employed in the palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran with aryl iodides (iodobenzene, 4-iodotoluene, 2-iodoanisole, 4-iodoanisole, 4-iodoacetophenone). In all the reactions 2-aryl-2,3-dihydrofuran (3) was obtained as the main product with the yield up to 52% at the total conversion reaching 83%. Product 3, 2-phenyl-2,3-dihydrofuran, was obtained with excellent enantioselectivity (>99% ee) in a 6 h reaction with tetrabutylammonium l-prolinate. In the proposed homogeneous reaction Pd(0) nanoparticles are considered as a resting state of the catalyst and a source of soluble palladium species catalyzing the Heck reaction. The yield and stereoselectivity of the Heck reaction are strongly influenced by the kind of non-chiral cations present in CILs. The Royal Society of Chemistry 2013.