One-Step Synthesis of C2v-Symmetric Resorcin[4]arene Tetraethers

Autor:	Nigel T. Lucas, Simon B Petrie, Thomasin K Brind, Jordan N. Smith, Mikaela S Grant
Rok vydání:	2020
Předmět:	chemistry.chemical_classification 010405 organic chemistry Organic Chemistry One-Step Resorcinol 010402 general chemistry 01 natural sciences Medicinal chemistry Aldehyde Single isomer 0104 chemical sciences chemistry.chemical_compound chemistry Alkyl
Zdroj:	The Journal of Organic Chemistry. 85:4574-4580
ISSN:	1520-6904 0022-3263
Popis:	The three-component reaction between a resorcinol, 1,3-dimethoxybenzene, and an alkyl aldehyde (R = C1-C11) along with BF3·OEt2 affords a C2v-symmetric resorcin[4]arene tetraether in one step; in most cases, the single isomer can be precipitated from the reaction mixture in moderate to excellent yields (up to 89%). The reaction is tolerant of 2-substituted resorcinols (R' = OH, Cl, Br, Me), allowing a third type of functionality to be regioselectively incorporated during the macrocyclization.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8542c22c457b3c5d5f64d3f9fdb43588 https://doi.org/10.1021/acs.joc.0c00128 Zobrazit plný text záznamu