Complexity from Simplicity: Tricyclic Aziridines from the Rearrangement of Pyrroles by Batch and Flow Photochemistry

Complexity from Simplicity: Tricyclic Aziridines from the Rearrangement of Pyrroles by Batch and Flow Photochemistry

Molecular acrobatics: Irradiation of N‐butenyl‐substituted pyrroles that bear an electron‐withdrawing group leads to complex tricyclic aziridines through an unprecedented photocycloaddition–rearrangement sequence. Gram quantities of these complex products could be produced by using a bespoke flow re...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-01, Vol.52 (5), p.1499-1502
Hauptverfasser: Maskill, Katie G., Knowles, Jonathan P., Elliott, Luke D., Alder, Roger W., Booker-Milburn, Kevin I.
Format: Artikel
Sprache:eng
Schlagworte:
aziridines
Aziridines - chemistry
Complexity
Cyclization
cycloaddition
Cycloaddition Reaction
Ethylene
flow chemistry
Irradiation
Photochemistry
Propylene
Pyrroles
Pyrroles - chemistry
Reactors
rearrangement
Ultraviolet Rays
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Beschreibung
Zusammenfassung:Molecular acrobatics: Irradiation of N‐butenyl‐substituted pyrroles that bear an electron‐withdrawing group leads to complex tricyclic aziridines through an unprecedented photocycloaddition–rearrangement sequence. Gram quantities of these complex products could be produced by using a bespoke flow reactor (see picture, FEP=fluorinated ethylene propylene).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201208892