Article ID Journal Published Year Pages File Type
5275618 Tetrahedron Letters 2011 4 Pages PDF
Abstract

Treatment of 4-, 3- or 2-aryl-4,5-diphenyloxazolines with isopropyllithium gives the products of dearomatising addition, fluorine-directed lithiation or nucleophilic aromatic substitution of fluoride depending on substitution pattern and conditions. In the case of the 4-fluoroaryl substrates, fluorinated 1,4-cyclohexadiene may be obtained in good yield.

Graphical abstract2-, 3- and 4-Fluoroaryloxazolines show varying reactivity towards organolithiums, undergoing either substitution, metallation or addition reactions.Download full-size image

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Physical Sciences and Engineering Chemistry Organic Chemistry
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