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RESEARCH PRODUCT
ChemInform Abstract: Photochemical Functionalization of Allyl Benzoates by C-H Insertion.
Andrea PaceSilvestre BuscemiAntonio Palumbo PiccionelloGiampaolo BaroneIvana Pibirisubject
SolventReaction conditionschemistry.chemical_classificationAllylic rearrangementDouble bondchemistrySubstrate (chemistry)Surface modificationReactivity (chemistry)General MedicinePhotochemistryBenzoatesdescription
The photoreactivity of allyl benzoates, containing an electron-rich double bond, has been explored by irradiation at 305 nm in different solvents. Solvent addition products arising from an insertion of the alpha H–C bonds of THF, dioxane, and i-PrOH to the allylic double bond was realized. The observed reactivity depended on reaction conditions and substitution pattern of the substrate. A DFT study on this unusual reaction was performed allowing the formulation of two mechanistic pathways.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2013-11-04 | ChemInform |