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Brønsted Acid-Catalysed Allylic Amination of 1-(2-Aminoaryl)prop-2-en-1-ols to 1,2-Dihydroquinolines

David Philip Day, Stuart Adam Henry, Yichao Zhao, Jianwen Jin, Guy James Clarkson, Philip Wai Hong Chan

A highly efficient synthetic method to prepare 1,2-dihydroquinolines that relies on TfOH-catalysed allylic amination of 1-(2-aminoaryl)prop-2-en-1-ols is described. Achieved at a catalyst loading of 0.01 mol-% under mild conditions at room temperature, the reaction was found to be robust, with a wide range of substitution patterns tolerated. The corresponding N-heterocyclic adducts were obtained in good to excellent yields of 45–93 %.

Authors:   ie=edge
Journal:   Australian Journal of Chemistry
Year:   2018
DOI:   10.1071/CH18191
Publication date:   19-Jun-2018
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