Reaction of indoles with aromatic fluoromethyl ketones: an efficient synthesis of trifluoromethyl(indolyl)phenylmethanols using K 2 CO 3 / n- Bu 4 PBr in water

A new, mild and efficient protocol for the synthesis of trifluoromethyl(indolyl)phenylmethanols by the reaction of indoles with a variety of aromatic fluoromethyl ketones in the presence of K CO (15 mol %) and Bu PBr (15 mol %) in water. The desired products were obtained in good to excellent yields...

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Bibliographic Details
Published in:Beilstein journal of organic chemistry 2020-04, Vol.16, p.778-790
Main Authors: Pillaiyar, Thanigaimalai, Sedaghati, Masoud, Schnakenburg, Gregor
Format: Article
Language:English
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Summary:A new, mild and efficient protocol for the synthesis of trifluoromethyl(indolyl)phenylmethanols by the reaction of indoles with a variety of aromatic fluoromethyl ketones in the presence of K CO (15 mol %) and Bu PBr (15 mol %) in water. The desired products were obtained in good to excellent yields without requiring a column chromatographic purification. The reusability of the catalytic system and large-scale synthesis of indolyl(phenyl)methanols, which would further transform into biological active indole-derived compounds, are further advantages of this protocol.
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.16.71