26878-24-0

Basic information

• Product Name: Methyl 2-(1,3-dioxoisoindol-2-yl)prop-2-enoate
• Synonyms: Methyl 2-(1,3-dioxoisoindol-2-yl)prop-2-enoate;methyl 2-(1,3-dioxoisoindolin-2-yl)acrylate
• CAS NO: 26878-24-0
• Molecular Formula: C₁₂H₉NO₄
• Molecular Weight: 231.20416
• Mol File: 26878-24-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl 2-(1,3-dioxoisoindol-2-yl)prop-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-(1,3-dioxoisoindol-2-yl)prop-2-enoate(26878-24-0)
• EPA Substance Registry System: Methyl 2-(1,3-dioxoisoindol-2-yl)prop-2-enoate(26878-24-0)

Safety Data

• Hazardous Substances Data: 26878-24-0(Hazardous Substances Data)

Upstream product

• 85-44-9 phthalic anhydride 

Downstream Products

• 133384-82-4 N-phthalyl-4-fluoro-4-benzyloxycarbonyl-glutamic acid, α-methyl, γ-benzyl diester 
• 136137-03-6 N-phthalyl-4-fluoro-4-carboxy-glutamic acid, α-methyl δ-ethyl δ'-benzyl triester 
• 528571-15-5 1-benzyl-3-(4-methylphenylsulfonyl)-5-phthalimidopiperidine-2,6-dione 
• 485817-55-8 1-p-methoxybenzyl-3-phthalimido-5-(p-toluenesulfonyl)piperidine-2,6-dione 
• 7146-63-6 methyl 2-(1,3-dioxoisoindolin-2-yl)-3-phenylpropanoate 
• 50-35-1 thalidomide 
• 222713-07-7 2-[1-(4-methoxybenzyl)-2,6-dioxopiperidin-3-yl]isoindoline-1,3-dione 
• 1304704-88-8 methyl 4,4-dicyano-2-(phthalimido)pentanoate 
• 1319059-78-3 C₂₁H₂₀N₂O₄ 

Relevant articles and documents

Synthesis of β-silyl α-amino acids via visible-light-mediated hydrosilylation

An expedient synthesis of β-silyl α-amino acids is reported via the application of visible-light-mediated hydrosilylation. The reaction utilizes readily accessible and structurally diverse hydrosilanes to provide radicals for conjugate addition to dehydroalanine ester and analogues. Notably, the use of chiral methyleneoxazolidinone as the substrate and chiral inducer enabled the highly stereoselective synthesis. Furthermore, the reaction could also be performed in a continuous flow fashion and scaled up to the gram scale.

Catalytic Hydroetherification of Unactivated Alkenes Enabled by Proton-Coupled Electron Transfer

We report a catalytic, light-driven method for the intramolecular hydroetherification of unactivated alkenols to furnish cyclic ether products. These reactions occur under visible-light irradiation in the presence of an IrIII-based photoredox catalyst, a Br?nsted base catalyst, and a hydrogen-atom transfer (HAT) co-catalyst. Reactive alkoxy radicals are proposed as key intermediates, generated by direct homolytic activation of alcohol O?H bonds through a proton-coupled electron-transfer mechanism. This method exhibits a broad substrate scope and high functional-group tolerance, and it accommodates a diverse range of alkene substitution patterns. Results demonstrating the extension of this catalytic system to carboetherification reactions are also presented.

Deoxyfluorination with CuF2: Enabled by Using a Lewis Base Activating Group

Deoxyfluorination is a primary method for the formation of C?F bonds. Bespoke reagents are commonly used because of issues associated with the low reactivity of metal fluorides. Reported here is the development of a simple strategy for deoxyfluorination, using first-row transition-metal fluorides, and it overcomes these limitations. Using CuF2 as an exemplar, activation of an O-alkylisourea adduct, formed in situ, allows effective nucleophilic fluoride transfer to a range of primary and secondary alcohols. Spectroscopic investigations have been used to probe the origin of the enhanced reactivity of CuF2. The utility of the process in enabling 18F-radiolabeling is also presented.