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The mechanism of N -vinylindole formation via tandem imine formation and cycloisomerisation of o -ethynylanilines

Kennedy, Danielle F.; Nova, Ainara; Willis, Anthony; Eisenstein, Odile; Messerle, Barbara Ann

Description

The reaction of 2-(2-phenylethynyl)aniline with acetone in presence of [IrCp*Cl2]2 has previously been found to yield a vinyl indole derivative and not the indole expected to form following a hydroamination reaction. Experimental data, including labelling studies, isolation and solid state structure determination of a reaction intermediate together with DFT calculations were used to develop a mechanism for the formation of the vinyl indole. In the mechanism proposed, acetone plays a significant...[Show more]

CollectionsANU Research Publications
Date published: 2009
Type: Journal article
URI: http://hdl.handle.net/1885/58116
Source: Dalton Transactions
DOI: 10.1039/b915269e

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