The cycloaddition chemistry of 3-oxidopyraziniums. Dimerisation of 1-(4-methoxybenzyl)-5,6-dimethyl-3-oxidopyrazinium

3-Oxidopyraziniums are accessed from 2(1H)-pyrazinones via N-alkylation and then exposure of the resulting pyrazinium salts to mild base at room temperature. 3-Oxidopyraziniums react with acrylates in a 1,3-dipolar cyclisation producing 3,8-diazabicyclo[3.2.1]octanes. 1-(4-methoxybenzyl)-5,6-dimethy...

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Detalhes bibliográficos
Autores: Riesco-Llach, Gerard, Planas i Grabuleda, Marta, Feliu Soley, Lidia, Joule, John A.
Tipo de documento: artigo
Estado:Versão publicada
Data de publicação:2024
País:España
Recursos:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositório:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:10256/25171
Acesso em linha:http://hdl.handle.net/10256/25171
Access Level:Acceso aberto
Palavra-chave:Reaccions d'addició
Ciclització (Química)
Compostos orgànics
Addition reactions
Ring formation (Chemistry)
Organic compounds
Descrição
Resumo:3-Oxidopyraziniums are accessed from 2(1H)-pyrazinones via N-alkylation and then exposure of the resulting pyrazinium salts to mild base at room temperature. 3-Oxidopyraziniums react with acrylates in a 1,3-dipolar cyclisation producing 3,8-diazabicyclo[3.2.1]octanes. 1-(4-methoxybenzyl)-5,6-dimethyl-3-oxidopyrazinium (C14H16N2O2) dimerises at room temperature, forming a tetracyclic alcohol C28H34N4O5, the structure of which was elucidated using spectroscopic and X-ray analyses