Intramolecular Friedel–Crafts Acylation Reaction Promoted by 1,1,1,3,3,3-Hexafluoro-2-propanol

Intramolecular Friedel–Crafts Acylation Reaction Promoted by 1,1,1,3,3,3-Hexafluoro-2-propanol

Simple dissolution of an arylalkyl acid chloride in 1,1,1,3,3,3-hexafluoro-2-propanol promotes an intramolecular Friedel–Crafts acylation without additional catalysts or reagents. This reaction is operationally trivial in both execution and product isolation (only requiring concentration followed by...

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Veröffentlicht in:Organic letters 2015-11, Vol.17 (21), p.5484-5487
Hauptverfasser: Motiwala, Hashim F, Vekariya, Rakesh H, Aubé, Jeffrey
Format: Artikel
Sprache:eng
Schlagworte:
Acylation
Catalysis
Hydrocarbons, Chlorinated - chemical synthesis
Hydrocarbons, Chlorinated - chemistry
Indoles - chemical synthesis
Indoles - chemistry
Molecular Structure
Propanols - chemistry
Stereoisomerism
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Zusammenfassung:Simple dissolution of an arylalkyl acid chloride in 1,1,1,3,3,3-hexafluoro-2-propanol promotes an intramolecular Friedel–Crafts acylation without additional catalysts or reagents. This reaction is operationally trivial in both execution and product isolation (only requiring concentration followed by purification) and accommodates a broad range of substrates. Preliminary studies that bear upon potential reaction mechanisms are reported.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b02851