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- W2032918253 abstract "Abstract Acid‐catalyzed Friedel–Crafts alkylation of 1,3‐dicarbonyl compounds with electrophilic alcohols, is known to be an effective CC bond forming reaction. However, until now, this reaction has not been amenable for α‐alkylation of aryl methyl ketones because of the notoriously low nucleophilicities of these compounds. Therefore, α‐alkylation of aryl methyl ketone relies on precious metal catalysts and also, the use of primary alcohols is mandatory. In this study, we found that a system composed of a Fe(OTf) 3 catalyst and chlorobenzene solvent is sufficient to promote the title Friedel–Crafts reaction by using benzhydrols as electrophiles. 3,4‐Dihydro‐9‐(2‐hydroxy‐4,4‐dimethyl‐6‐oxo‐1‐cyclohexen‐1‐yl)‐3,3‐dimethyl‐xanthen‐1(2 H)‐one was also applicable as an electrophile in this type of benzylation reaction. On the basis of this result, a three‐component reaction of salicylaldehyde, dimedone, and aryl methyl ketone was also developed, and this provided an efficient way for the synthesis of densely substituted 4H‐chromene derivatives." @default.
- W2032918253 created "2016-06-24" @default.
- W2032918253 creator A5001433145 @default.
- W2032918253 creator A5037996691 @default.
- W2032918253 creator A5091781344 @default.
- W2032918253 date "2013-10-07" @default.
- W2032918253 modified "2023-10-18" @default.
- W2032918253 title "Fe(OTf)<sub>3</sub>-Catalyzed α-Benzylation of Aryl Methyl Ketones with Electrophilic Secondary and Aryl Alcohols" @default.
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- W2032918253 doi "https://doi.org/10.1002/asia.201300956" @default.
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