Photochemical intramolecular amination for the synthesis of heterocycles
2017
Parisien-Collette, Shawn | Cruché, Corentin | Abel-Snape, Xavier | Collins, Shawn K.
Polycyclic heterocycles can be formed in good to excellent yields via photochemical conversion of the corresponding substituted aryl azides under irradiation with purple LEDs in a continuous flow reactor. The experimental set-up is tolerant to UV-sensitive functional groups while affording diverse carbazoles, as well as an indole and pyrrole framework, in short reaction times. The photochemical method is presumed to progress through a mechanism differing from the other methods of azide activation involving transition metal catalysis.
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