Muravev, Anton A., Solovieva, Svetlana E., Galieva, Farida B., Bazanova, Olga B., Rizvanov, Ildar Kh., Ivshin, Kamil A., Kataeva, Olga N., Matthews, Susan E. ORCID: https://orcid.org/0000-0001-8821-0851 and Antipin, Igor S. (2018) Calixarene alpha-ketoacetylenes: versatile platforms for reaction with hydrazine nucleophile. RSC Advances, 8 (57). pp. 32765-32769. ISSN 2046-2069
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Abstract
Late stage diversification of calix[4]arenes and thiacalix[4]arenes with heterocycles remains a significant synthetic challenge and hampers further exploitation of the scaffolds. Here we describe the development of a short and facile synthetic route to conformationally diverse novel calix[4]arene and thiacalix[4]arene ynones using a palladium cross coupling approach (5% Pd(II) + 10% Cu(I)) with benzoyl chloride. Their successful conversion to heterocycles to afford pyrazoles was demonstrated through treatment with hydrazine. Functionalisation is calixarene conformation and linker independent enabling access to a library of structures.
Item Type: | Article |
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Faculty \ School: | Faculty of Science > School of Pharmacy (former - to 2024) Faculty of Science > School of Natural Sciences (former - to 2024) |
UEA Research Groups: | Faculty of Science > Research Groups > Chemical Biology and Medicinal Chemistry (former - to 2021) |
Related URLs: | |
Depositing User: | LivePure Connector |
Date Deposited: | 12 Oct 2018 09:30 |
Last Modified: | 13 Nov 2024 15:30 |
URI: | https://ueaeprints.uea.ac.uk/id/eprint/68489 |
DOI: | 10.1039/C8RA06349D |
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