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- W4237431310 abstract "This report details the development of a masked <i>N</i>-centered radical strategy that harvests the chemical potential of violet light to drive the conversion of cyclopropylimines to 1-aminonorbornanes. This process is initiated by the nitrogen-centered radical character of a photoexcited imine, facilitating the homolytic fragmentation of the cyclopropane ring followed by a radical cyclization sequence that forms two new C–C bonds en route to the norbornane core. Employing the excited state diyl of a Schiff base as a masked <i>N</i>‑centered radical is a unique mode of reactivity, the utility of which is amplified by the bathochromic shift into the visible spectrum imparted by the 4-nitrobenzimine. In addition to the intramolecular reactivity that generates 1‑aminonorbornanes, intermolecular formal [3+2] cycloadditions are also amenable to this strategy. This photochemical methodology operates in continuous flow, enhancing the potential to translate this approach beyond the academic sector." @default.
- W4237431310 created "2022-05-12" @default.
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- W4237431310 date "2018-11-28" @default.
- W4237431310 modified "2023-09-24" @default.
- W4237431310 title "Exploiting Imine Photochemistry for Masked N-Centered Radical Reactivity" @default.
- W4237431310 doi "https://doi.org/10.26434/chemrxiv.7390421" @default.
- W4237431310 hasPublicationYear "2018" @default.
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