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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Bibliographic Details
Published in:	Organic letters 2015-11, Vol.17 (21), p.5484-5487
Main Authors:	Motiwala, Hashim F, Vekariya, Rakesh H, Aubé, Jeffrey
Format:	Article
Language:	eng
Subjects:	Acylation Catalysis Hydrocarbons, Chlorinated - chemical synthesis Hydrocarbons, Chlorinated - chemistry Indoles - chemical synthesis Indoles - chemistry Molecular Structure Propanols - chemistry Stereoisomerism
Online Access:	Get full text
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Summary:	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