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

journal contribution
posted on 2023-05-18, 05:34 authored by Steven Abel, Eglinton, MO, Howard, J, Hunt, DJ, Prager, RH, Jason SmithJason Smith
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.

History

Publication title

Australian Journal of Chemistry

Volume

67

Issue

9

Pagination

1228-1233

ISSN

0004-9425

Department/School

School of Natural Sciences

Publisher

CSIRO Publishing

Place of publication

150 Oxford St, Po Box 1139, Collingwood, Australia, Victoria, 3066

Rights statement

Copyright 2014 CSIRO

Repository Status

  • Restricted

Socio-economic Objectives

Expanding knowledge in the chemical sciences

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