Activator-free reactions of carboxylic ortho esters with cyclic β-diketones
Autor: | N. N. Balaneva, O. P. Shestak, Valery P. Glazunov, Vyacheslav L. Novikov |
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Rok vydání: | 2021 |
Předmět: | |
Zdroj: | Russian Chemical Bulletin. 70:1584-1598 |
ISSN: | 1573-9171 1066-5285 |
Popis: | The reaction mechanisms of cyclic 1,3-diketones with trialkyl orthoformates and trimethyl orthoacetate in the absence of activators were theoretically and experimentally studied. The reactions proceed via C-C-coupling of the ionized forms of the reactants giving dialkyl acetals, which further transform into vinyl ethers. The reactions of the latter with ortho esters afford aldehydes (ketones). Related 2-acetylcyclopentanone reacts with trimethyl orthoacetate under argon to form a mixture of methyl enol ethers, whereas in the presence of air oxygen dimethyl glutarate is formed. |
Databáze: | OpenAIRE |
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