Trifluoroacetic Acid-Promoted Friedel-Crafts Aromatic Alkylation with Benzyl Alcohols

Gribble, Gordon W.

doi:10.26717/bjstr.2018.12.002257

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2021

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“…We found that, among these acids, trifluoroacetic acid (TFA) was the best and most appropriate catalyst for this reaction. According to the literature, different from our work, TFA was reported as a catalyst for FCA with 6-acetoxy-4-alkenylarenes and benzyl alcohols in some previous studies [51,52].…”

Section: Introductionmentioning

confidence: 64%

Transition-metal-free intramolecular Friedel–Crafts reaction by alkene activation: A method for the synthesis of some novel xanthene derivatives

Yıldız¹,

Baştaş²,

Küçük³

2021

Beilstein J. Org. Chem.

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In this work, new derivatives (substituted 9-methyl-9-arylxanthenes) of xanthene compounds (5a–l) of possible biological significance were synthesized by developing a new synthesis method. In order to obtain xanthene derivatives, the original alkene compounds to be used as the starting materials were synthesized in four steps using appropriate reactions. A cyclization reaction by intramolecular Friedel–Crafts alkylation was carried out in order to synthesize the desired xanthene derivatives using the alkenes as starting compounds. The intramolecular Friedel–Crafts reaction was catalyzed by trifluoroacetic acid (TFA) and provided some novel substituted 9-methyl-9-arylxanthenes with good yields at room temperature within 6–24 hours. As a result, an alkene compound was used for activation with TFA in the synthesis of xanthene through intramolecular Friedel–Crafts alkylation for the first time.

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Section: Introductionmentioning

confidence: 64%