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Nucleophilic Addition of 4,5-Dihydrooxazole Derivatives to Base Generated o-Quinone Methides: A Four-Component Reaction

[Image: see text] A novel method for joining four components together in a single pot leading to an assortment of N-amino-benzylated phenols is described. The method involves the addition of different Grignard reagents to various o-OBoc salicylaldehydes in the presence of assorted 4,5-dihydrooxazole...

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Detalles Bibliográficos
Autores principales: Wong, Yuk Fai, Hernandez, Ivan, Pettus, Thomas R. R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9942189/
https://www.ncbi.nlm.nih.gov/pubmed/36720129
http://dx.doi.org/10.1021/acs.joc.2c02614
Descripción
Sumario:[Image: see text] A novel method for joining four components together in a single pot leading to an assortment of N-amino-benzylated phenols is described. The method involves the addition of different Grignard reagents to various o-OBoc salicylaldehydes in the presence of assorted 4,5-dihydrooxazoles, followed by aqueous workup. Seventeen examples are presented with varied (-R, -R′ -R″, -R‴, -R⁗, and C(n)) substituents.