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Organic Chemistry

Faculty of Science - Papers (Archive)

Oxidative dimerisation

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Oxidative Coupling Of Indoles Using Thallium(Iii) Trifluoroacetate, Paul A. Keller, N. R. Yepuri, M. J. Kelso, M. Mariani, B. W. Skelton, A. H. White Jan 2008

Oxidative Coupling Of Indoles Using Thallium(Iii) Trifluoroacetate, Paul A. Keller, N. R. Yepuri, M. J. Kelso, M. Mariani, B. W. Skelton, A. H. White

Faculty of Science - Papers (Archive)

The oxidative coupling of polysubstituted electron-rich indoles mediated by thallium trifluoroacetate was found to be a facile, clean, and high yielding reaction. Indolic coupling sites were determined by the nature of the substituents present, with dimerisation at the indole 2-position being the dominant outcome. Indoles bearing two potential reaction sites with similar reactivity were additionally found to undergo heterocoupling.