Combining photochemistry and catalysis: rapid access to sp3 – rich polyheterocycles from simple pyrroles

Blackham, Emma E., Knowles, Jonathan P., Burgess, Jonathan and Booker-Milburn, Kevin I. (2016) Combining photochemistry and catalysis: rapid access to sp3 – rich polyheterocycles from simple pyrroles. Chemical Science, 7 (3). pp. 2302-2307. ISSN 2041-6520

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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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