Combining photochemistry and catalysis: Rapid access to sp3 - Rich polyheterocycles from simple pyrroles

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Abstract

Use of FEP flow reactor technology allows access to gram quantities of photochemically-generated tricyclic aziridines. These undergo a range of novel palladium-catalyzed ring-opening and cycloaddition reactions, likely driven by their inherent strain, allowing incorporation of further functionality by fusing additional heterocyclic rings onto these already complex polycyclic cores. This rapid, 2-step access to complex sp3 - rich heterocycles should be of interest to those in the fields of drug discovery and natural product synthesis.

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Blackham, E. E., Knowles, J. P., Burgess, J., & Booker-Milburn, K. I. (2016). Combining photochemistry and catalysis: Rapid access to sp3 - Rich polyheterocycles from simple pyrroles. Chemical Science, 7(3), 2302–2307. https://doi.org/10.1039/c5sc04062k

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