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Synlett 2023; 34(09): 1042-1048
DOI: 10.1055/a-2005-5372
DOI: 10.1055/a-2005-5372
letter
Addition of Alcohols onto Electron-Deficient Heteroarenium Salts: A Reversible Covalent Bonding Process under Basic Conditions
This work was financially supported by the National Natural Science Foundation of China (21825101), Hong Kong RGC (16300320), Guangdong Basic and Applied Basic Research Foundation (2019A1515011641) and Shenzhen Science and Technology Innovation Commission (SGDX2019081623241924, KCXFZ20201221173404013).
Abstract
The reversible addition of benzyl alcohol onto heteroarenium salts under basic conditions was studied. Fine-tuning of the nature of the arenium and substituents allowed the discovery of a range of pyrimidinium substrates that can undergo C6-selective alcohol addition. Crossover experiments were also performed to confirm the addition-elimination equilibrium under basic conditions.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2005-5372.
- Supporting Information
Publikationsverlauf
Eingereicht: 07. September 2022
Angenommen nach Revision: 02. Januar 2023
Accepted Manuscript online:
02. Januar 2023
Artikel online veröffentlicht:
25. Januar 2023
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