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 purification) and accommodates a broad range of substrates. Preliminary studies that bear upon potential reaction mechanisms are reported.
Department of Medicinal Chemistry, University of Kansas , Lawrence, Kansas 66047, United States.
Hashim F
HF
Motiwala
Department of Medicinal Chemistry, University of Kansas , Lawrence, Kansas 66047, United States.
Rakesh H
RH
Vekariya
Department of Medicinal Chemistry, University of Kansas , Lawrence, Kansas 66047, United States.
Jeffrey
J
Aubé
D000215:Acylation; D002384:Catalysis; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D020005:Propanols / Q000737:chemistry*; D013237:Stereoisomerism; D006845:Hydrocarbons, Fluorinated
D006843:Hydrocarbons, Chlorinated; D007211:Indoles; D020005:Propanols; C001337:hexafluoroisopropanol; D006845:Hydrocarbons, Fluorinated