Title of article
Photochemical functionalization of allyl benzoates by C–H insertion
Author/Authors
Ivana Pibiri، نويسنده , , Antonio Palumbo Piccionello، نويسنده , , Andrea Pace، نويسنده , , Giampaolo Barone، نويسنده , , Silvestre Buscemi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2013
Pages
5
From page
6065
To page
6069
Abstract
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.
Keywords
Organic photochemistry , DFT , C–H insertion , C–C bond formation
Journal title
Tetrahedron
Serial Year
2013
Journal title
Tetrahedron
Record number
1106000
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