63122-36-1

Basic information

• Product Name: 2-Furancarboxamide,N-2-propenyl-(9CI)
• Synonyms: 2-Furancarboxamide,N-2-propenyl-(9CI)
• CAS NO: 63122-36-1
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16256
• Product Categories: AMIDE
• Mol File: 63122-36-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Furancarboxamide,N-2-propenyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Furancarboxamide,N-2-propenyl-(9CI)(63122-36-1)
• EPA Substance Registry System: 2-Furancarboxamide,N-2-propenyl-(9CI)(63122-36-1)

Safety Data

• Hazardous Substances Data: 63122-36-1(Hazardous Substances Data)

Upstream product

• 527-69-5 2-furancarbonyl chloride 
• 107-11-9 1-amino-2-propene 
• 54829-48-0 2-iodofuran 
• 88-14-2 2-furanoic acid 

Downstream Products

• 63122-43-0 2-(2'-furanyl)pyrrole 

Relevant articles and documents

Electrochemical Fluorocyclization of N-Allylcarboxamides to 2-Oxazolines by Hypervalent Iodine Mediator

A resource saving protocol for the synthesis of 5-fluoromethyl-2-oxazolines by using electrochemistry has been realized. Thereby, a hypervalent iodine species I(III) is generated by anodic oxidation in the presence of Et3N·5HF and mediates the

Electrochemical oxidative cyclization of olefinic carbonyls with diselenides

The tandem cyclization of olefinic carbonyls with easily accessible diselenides facilitated by electrochemical oxidation has been successfully developed, which provides an environmentally friendly method for the construction of C-Se and C-O bonds simultaneously. A series of seleno dihydrofurans and seleno oxazolines, bearing fragile heterocycles, subtle C-I bonds and supernumerary vinyl groups, were forged using this elegant chelation strategy. Neither metal catalysts nor external chemical oxidants are required to promote this transformation.

Fluorocyclisation via I(I)/I(III) catalysis: A concise route to fluorinated oxazolines

Herein, we describe a catalytic fluorooxygenation of readily accessible N-allylcarboxamides via an I(I)/I(III) manifold to generate 2-oxazolines containing a fluoromethyl group. Catalysis is conditional on the oxidation competence of Selectfluor, whilst HF serves as both a fluoride source and Br?nsted acid activator. The C(sp3)–F bond of the mono-fluoromethyl unit and the C(sp3)–O bond of the ring are aligned in a synclinal relationship thereby engaging in stabilising hyperconjugative interactions with vicinal, electron-rich σ-bonds (σC–C→σ*C–F and σC–H→σ*C–O). This manifestation of the stereoelectronic gauche effect was established by X-ray crystallographic analysis of a representative example. Given the importance of fluorine in drug discovery, its ability to modulate conformation, and the prevalence of the 2-oxazoline scaffold in Nature, this strategy provides a rapid entry into an important bioisostere class.