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


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.

SUBMITTER: Blackham EE 

PROVIDER: S-EPMC5977501 | biostudies-other | 2016 Mar

REPOSITORIES: biostudies-other

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Combining photochemistry and catalysis: rapid access to sp<sup>3</sup> - rich polyheterocycles from simple pyrroles.

Blackham Emma E EE   Knowles Jonathan P JP   Burgess Jonathan J   Booker-Milburn Kevin I KI  

Chemical science 20160104 3


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 sp<sup>3</sup> - rich heterocycles should be of interest to those in the field  ...[more]

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