Continuous-Flow Synthesis and Derivatization of Aziridines through Palladium-Catalyzed C(sp 3 )−H Activation

Zakrzewski, J; Smalley, AP; Kabeshov, Mikhail; Gaunt, Matthew; Lapkin, Alexei

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Authors

Zakrzewski, J

Smalley, AP

Kabeshov, Mikhail

Gaunt, Matthew

Lapkin, Alexei

Publication Date

2016-07-20

Journal Title

Angewandte Chemie

ISSN

1433-7851

Publisher

Wiley

Volume

Issue

Pages

8878-8883

Language

English

Type

Article

This Version

VoR

Metadata

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Citation

Zakrzewski, J., Smalley, A., Kabeshov, M., Gaunt, M., & Lapkin, A. (2016). Continuous-Flow Synthesis and Derivatization of Aziridines through Palladium-Catalyzed C(sp 3 )−H Activation. Angewandte Chemie, 55 (31), 8878-8883. https://doi.org/10.1002/ange.201602483

Abstract

A continuous‐flow synthesis of aziridines by palladium‐catalyzed C(sp3)−H activation is described. The new flow reaction could be combined with an aziridine‐ring‐opening reaction to give highly functionalized aliphatic amines through a consecutive process. A predictive mechanistic model was developed and used to design the C−H activation flow process and illustrates an approach towards first‐principles design based on novel catalytic reactions.

Sponsorship

We are grateful to the Department of Chemical Engineering and Biotechnology (J.Z.) and the EPSRC (A.P.S.) for studentships, and to the ERC and EPSRC (EP/100548X/1) for fellowships (M.J.G.). Mass spectroscopy data were acquired at the EPSRC UK National Mass Spectroscopy Facility at Swansea University

Funder references

EPSRC (EP/I00548X/1)

Embargo Lift Date

2100-01-01

Identifiers

External DOI: https://doi.org/10.1002/ange.201602483

This record's URL: https://www.repository.cam.ac.uk/handle/1810/256663

Rights

Attribution 4.0 International, Attribution 4.0 International, Attribution 4.0 International, Attribution 4.0 International

Licence URL: http://creativecommons.org/licenses/by/4.0/http://creativecommons.org/licenses/by/4.0/http://creativecommons.org/licenses/by/4.0/http://creativecommons.org/licenses/by/4.0/

Except where otherwise noted, this item's licence is described as Attribution 4.0 International