Synthesis of Heterocyclic-fused Imidazoles by Pyrolysis of N-Heterocyclic Isoxazol-5(2H)-ones

Steven-Alan Abel; Matthew Eglinton; James Howard; Dylan Hunt; Rolf Prager; Jason Smith

doi:10.1071/CH14119

Synthesis of Heterocyclic-fused Imidazoles by Pyrolysis of N-Heterocyclic Isoxazol-5(2H)-ones

Steven-Alan Abel, Matthew Eglinton, James Howard, Dylan Hunt, Rolf Prager, Jason Smith

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	1228-1233
Number of pages	6
Journal	Australian Journal of Chemistry
Volume	67
Issue number	8-9
DOIs	https://doi.org/10.1071/CH14119
Publication status	Published - 2014

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10.1071/CH14119

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title = "Synthesis of Heterocyclic-fused Imidazoles by Pyrolysis of N-Heterocyclic Isoxazol-5(2H)-ones",

abstract = "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.",

author = "Steven-Alan Abel and Matthew Eglinton and James Howard and Dylan Hunt and Rolf Prager and Jason Smith",

year = "2014",

doi = "10.1071/CH14119",

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journal = "Australian Journal of Chemistry",

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T1 - Synthesis of Heterocyclic-fused Imidazoles by Pyrolysis of N-Heterocyclic Isoxazol-5(2H)-ones

AU - Abel, Steven-Alan

AU - Eglinton, Matthew

AU - Howard, James

AU - Hunt, Dylan

AU - Prager, Rolf

AU - Smith, Jason

PY - 2014

Y1 - 2014

N2 - 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.

AB - 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.

U2 - 10.1071/CH14119

DO - 10.1071/CH14119

M3 - Article

SN - 0004-9425

VL - 67

SP - 1228

EP - 1233

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

IS - 8-9

ER -

Synthesis of Heterocyclic-fused Imidazoles by Pyrolysis of N-Heterocyclic Isoxazol-5(2H)-ones

Abstract

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