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Synthesis of heterocyclic-fused imidazoles by pyrolysis of N-heterocyclic isoxazol-5(2H)-ones


Abel, SAG and Eglinton, MO and Howard, J and Hunt, DJ and Prager, RH and Smith, JA, Synthesis of heterocyclic-fused imidazoles by pyrolysis of N-heterocyclic isoxazol-5(2H)-ones, Australian Journal of Chemistry, 67, (9) pp. 1228-1233. ISSN 0004-9425 (2014) [Refereed Article]

Copyright Statement

Copyright 2014 CSIRO

DOI: doi:10.1071/CH14119


The synthesis of heterocyclic-fused imidazoles was achieved by flash vacuum pyrolysis (FVP) of N-heterocyclic isoxazol- 5(2H)-ones via an iminocarbene intermediate. Unlike iminocarbenes generated from triazoles, no structural rearrangements were observed during the current synthesis method. We also demonstrated that less volatile isoxazol-5(2H)-one derivatives yield the corresponding imidazoles by condensed phase pyrolysis.

Item Details

Item Type:Refereed Article
Keywords:pyrolysis, flash vacuum pyrolysis, heterocycles, microwave
Research Division:Chemical Sciences
Research Group:Organic chemistry
Research Field:Organic chemical synthesis
Objective Division:Expanding Knowledge
Objective Group:Expanding knowledge
Objective Field:Expanding knowledge in the chemical sciences
UTAS Author:Abel, SAG (Dr Steve Abel)
UTAS Author:Eglinton, MO (Mr Matthew Eglinton)
UTAS Author:Howard, J (Mr James Howard)
UTAS Author:Hunt, DJ (Mr Dylan Hunt)
UTAS Author:Smith, JA (Associate Professor Jason Smith)
ID Code:97080
Year Published:2014
Web of Science® Times Cited:3
Deposited By:Chemistry
Deposited On:2014-12-02
Last Modified:2017-10-25

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