Activator-free reactions of carboxylic ortho esters with cyclic β-diketones

Autor:	N. N. Balaneva, O. P. Shestak, Valery P. Glazunov, Vyacheslav L. Novikov
Rok vydání:	2021
Předmět:	Reaction mechanism chemistry.chemical_compound Argon chemistry Activator (genetics) chemistry.chemical_element Dimethyl glutarate General Chemistry Medicinal chemistry Oxygen Enol
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
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::03e01a1d93c1a9f9f3dc2be76c8f374e https://doi.org/10.1007/s11172-021-3255-7 Zobrazit plný text záznamu Full text from SpringerLink