Smith, Keith, El-Hiti, Gamal A., Fekri, Ahmed and Alshammari, Mohammed ORCID: https://orcid.org/0000-0001-9687-8747 2012. Side-chain lithiation of 2- and 4-substituted pyridines: Synthesis of more complex substituted pyridines. Heterocycles 86 (1) , pp. 391-410. 10.3987/COM-12-S(N)33 |
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Abstract
Lithiation of pyridines substituted in the 2- and 4-positions by acylaminomethyl groups, namely of the corresponding N-pyridinylmethyl)pivalamides, N'-(pyridinylmethyl)-N,N-dimethylureas and tert-butyl N-pyridinylmethylcarbamates, with two mole equivalents of t-BuLi in anhydrous THF at 78 oC takes place on the nitrogen and on the methylene group of the side-chain. The lithium reagents thus obtained react with a variety of electrophiles to give the corresponding side-chain substituted derivatives in high yields.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry |
Subjects: | Q Science > QD Chemistry |
Publisher: | Sendai Institute of Heterocyclic Chemistry |
ISSN: | 0385-5414 |
Date of First Compliant Deposit: | 30 March 2016 |
Last Modified: | 06 May 2023 00:34 |
URI: | https://orca.cardiff.ac.uk/id/eprint/42876 |
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