Synthesis of 4‐imidoyl‐, 4‐oxiranyl‐ and 4‐propargyloxyphenyl‐substituted β‐lactam building blocks
- Author
- Sari Deketelaere, Gurkirat Kaur, Nicola Piens, Daan Deturck, Robin Depestel, Kristof Van Hecke (UGent) , Christian Stevens (UGent) , Vipan Kumar and Matthias D'hooghe (UGent)
- Organization
- Abstract
- In this study, the preparation of 4-imidoyl-, 4-oxiranyl-, and 4-propargyloxyphenyl-substituted beta-lactams as versatile building blocks in heterocyclic chemistry was realized. Efforts were made to deploy these polyvalent compounds for ensuing cyclization reactions en route to new bi- or polycyclic frameworks, which, in the case of a 3-chloro-4-propargyloxyphenyl-beta-lactam substrate, enabled the preparation of an unprecedented beta-lactam-fused benzotriazolo-oxazocane scaffold. The chemical structure of the latter polyheterocycle was unequivocally secured by means of X-ray analysis.
- Keywords
- ASYMMETRIC-SYNTHESIS, TRANSFORMATION, REARRANGEMENT, SYNTHON
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Citation
Please use this url to cite or link to this publication: http://hdl.handle.net/1854/LU-01GTKNRHFB88B86C9197BV2QWX
- MLA
- Deketelaere, Sari, et al. “Synthesis of 4‐imidoyl‐, 4‐oxiranyl‐ and 4‐propargyloxyphenyl‐substituted Β‐lactam Building Blocks.” JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. 60, no. 3, 2023, pp. 423–30, doi:10.1002/jhet.4597.
- APA
- Deketelaere, S., Kaur, G., Piens, N., Deturck, D., Depestel, R., Van Hecke, K., … D’hooghe, M. (2023). Synthesis of 4‐imidoyl‐, 4‐oxiranyl‐ and 4‐propargyloxyphenyl‐substituted β‐lactam building blocks. JOURNAL OF HETEROCYCLIC CHEMISTRY, 60(3), 423–430. https://doi.org/10.1002/jhet.4597
- Chicago author-date
- Deketelaere, Sari, Gurkirat Kaur, Nicola Piens, Daan Deturck, Robin Depestel, Kristof Van Hecke, Christian Stevens, Vipan Kumar, and Matthias D’hooghe. 2023. “Synthesis of 4‐imidoyl‐, 4‐oxiranyl‐ and 4‐propargyloxyphenyl‐substituted Β‐lactam Building Blocks.” JOURNAL OF HETEROCYCLIC CHEMISTRY 60 (3): 423–30. https://doi.org/10.1002/jhet.4597.
- Chicago author-date (all authors)
- Deketelaere, Sari, Gurkirat Kaur, Nicola Piens, Daan Deturck, Robin Depestel, Kristof Van Hecke, Christian Stevens, Vipan Kumar, and Matthias D’hooghe. 2023. “Synthesis of 4‐imidoyl‐, 4‐oxiranyl‐ and 4‐propargyloxyphenyl‐substituted Β‐lactam Building Blocks.” JOURNAL OF HETEROCYCLIC CHEMISTRY 60 (3): 423–430. doi:10.1002/jhet.4597.
- Vancouver
- 1.Deketelaere S, Kaur G, Piens N, Deturck D, Depestel R, Van Hecke K, et al. Synthesis of 4‐imidoyl‐, 4‐oxiranyl‐ and 4‐propargyloxyphenyl‐substituted β‐lactam building blocks. JOURNAL OF HETEROCYCLIC CHEMISTRY. 2023;60(3):423–30.
- IEEE
- [1]S. Deketelaere et al., “Synthesis of 4‐imidoyl‐, 4‐oxiranyl‐ and 4‐propargyloxyphenyl‐substituted β‐lactam building blocks,” JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. 60, no. 3, pp. 423–430, 2023.
@article{01GTKNRHFB88B86C9197BV2QWX,
abstract = {{In this study, the preparation of 4-imidoyl-, 4-oxiranyl-, and 4-propargyloxyphenyl-substituted beta-lactams as versatile building blocks in heterocyclic chemistry was realized. Efforts were made to deploy these polyvalent compounds for ensuing cyclization reactions en route to new bi- or polycyclic frameworks, which, in the case of a 3-chloro-4-propargyloxyphenyl-beta-lactam substrate, enabled the preparation of an unprecedented beta-lactam-fused benzotriazolo-oxazocane scaffold. The chemical structure of the latter polyheterocycle was unequivocally secured by means of X-ray analysis.}},
author = {{Deketelaere, Sari and Kaur, Gurkirat and Piens, Nicola and Deturck, Daan and Depestel, Robin and Van Hecke, Kristof and Stevens, Christian and Kumar, Vipan and D'hooghe, Matthias}},
issn = {{0022-152X}},
journal = {{JOURNAL OF HETEROCYCLIC CHEMISTRY}},
keywords = {{ASYMMETRIC-SYNTHESIS,TRANSFORMATION,REARRANGEMENT,SYNTHON}},
language = {{eng}},
number = {{3}},
pages = {{423--430}},
title = {{Synthesis of 4‐imidoyl‐, 4‐oxiranyl‐ and 4‐propargyloxyphenyl‐substituted β‐lactam building blocks}},
url = {{http://doi.org/10.1002/jhet.4597}},
volume = {{60}},
year = {{2023}},
}
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