The First Aminimide Synthesis from Benzoyl Azide and Pyridine

Ben Capuano; Ian T. Crosby; Edward J. Lloyd; Juliette E. Neve

doi:10.1071/CH07027

RESEARCH ARTICLE

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The First Aminimide Synthesis from Benzoyl Azide and Pyridine

Ben Capuano ^A , Ian T. Crosby ^A ^C , Edward J. Lloyd ^A and Juliette E. Neve ^A ^B

+ Author Affiliations

- Author Affiliations

^A Department of Medicinal Chemistry, Victorian College of Pharmacy, Monash University, Parkville VIC 3052, Australia.

^B Current address: Natural Product Discovery, Eskitis Institute for Cell and Molecular Therapies, Griffith University, Nathan QLD 4111, Australia.

^C Corresponding author. Email: ian.crosby@vcp.monash.edu.au

Australian Journal of Chemistry 60(3) 214-217 https://doi.org/10.1071/CH07027
Submitted: 29 January 2007 Accepted: 16 February 2007 Published: 2 April 2007

Abstract

Irradiation of benzoyl azide 1 at 254 nm in the presence of some amines produces aminimides: in the presence of pyridine the aminimide 13 can be isolated in 41% yield; in the presence of N,N-dimethylaniline a CH insertion product 7 is obtained via an intermediate aminimide 12. This is the first reported synthesis of aminimides from a benzoyl azide.

Acknowledgment

The receipt of a Monash Graduate Scholarship (J.E.N.) for support of this research is gratefully acknowledged.

References

The First Aminimide Synthesis from Benzoyl Azide and Pyridine

Abstract

Acknowledgment

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