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One-Step Regioselective Synthesis of Benzofurans from Phenols and α-Haloketones

Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and α-haloketones promoted by titanium tetrachloride which combines Friedel–Crafts-like alkylation and intramolecular cyclodehydration into one step. This simple protocol allows for the formation of...

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Detalles Bibliográficos
Autores principales: Wang, Bingqiao, Zhang, Qiu, Luo, Juan, Gan, Zongjie, Jiang, Wengao, Tang, Qiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6600630/
https://www.ncbi.nlm.nih.gov/pubmed/31212606
http://dx.doi.org/10.3390/molecules24112187
Descripción
Sumario:Reported here is the direct synthesis of naphthofurans and benzofurans from readily available phenols and α-haloketones promoted by titanium tetrachloride which combines Friedel–Crafts-like alkylation and intramolecular cyclodehydration into one step. This simple protocol allows for the formation of a variety of high value naphthofurans and benzofurans within which a series of cyclic and acyclic groups are readily incorporated. This process demonstrates the advantages of high levels of regioselectivity, broad substrate scope, and moderate to excellent yields.