Synthesis of heterocyclic-fused imidazoles by pyrolysis of N-heterocyclic isoxazol-5(2H)-ones
journal contribution
posted on 2023-05-18, 05:34authored bySteven 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