Development of an imidazole salt catalytic system for the preparation of bis(indolyl) methanes and bis(naphthyl)methane

Research output: Contribution to journalArticle

Abstract

Imidazolium salts are shown to catalyze the rapid room temperature reaction of indoles or naphthol with aldehydes to provide bis(indolyl)methanes or bis(naphthol)methane in excellent yields and the reaction proceeds optimally in dichloromethane with no base additives. The reaction exhibits a broad substrate tolerance and occurs through nucleophilic activation of the indoles and naphthols through a cation–π interaction.

Original languageEnglish (US)
Article numbere0216008
JournalPloS one
Volume14
Issue number4
DOIs
StatePublished - Apr 1 2019

Fingerprint

naphthols
Naphthols
imidazoles
Methane
methane
Indoles
Salts
indoles
salts
Methylene Chloride
methylene chloride
Aldehydes
aldehydes
Cations
cations
ambient temperature
Chemical activation
Temperature
Substrates
imidazole

Cite this

Development of an imidazole salt catalytic system for the preparation of bis(indolyl) methanes and bis(naphthyl)methane. / Wang, Xu; Aldrich, Courtney.

In: PloS one, Vol. 14, No. 4, e0216008, 01.04.2019.

Research output: Contribution to journalArticle

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