Oxidant-controlled regioselectivity in the oxidative arylation of N-acetylindoles

Authors

Shathaverdhan Potavathri, University of Rhode Island
Ashley S. Dumas, University of Rhode Island
Timothy A. Dwight, University of Rhode Island
Gregory R. Naumiec, University of Rhode Island
Jeffrey M. Hammann, University of Rhode Island
Brenton DeBoef, University of Rhode IslandFollow

Document Type

Article

Date of Original Version

2008

Department

Chemistry

Abstract

N-Acetylindoles can be oxidatively coupled with arenes such as benzene or pentafluorobenzene in dioxane. The use of Cu(OAc)₂ as the stoichiometric oxidant produces selective arylation at the 3-position of indole while AgOAc produces selective arylation at indole’s 2-position.

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Citation/Publisher Attribution

Potavathri, S., Dumas, A. S., Dwight, T. A., Naumiec, G. R., Hammann, J. M., & DeBoef, B. (2008). Oxidant-controlled regioselectivity in the oxidative arylation of N-acetylindoles. Tetrahedron Letters, 49(25), 4050-4053. doi: 10.1016/j.tetlet.2008.04.073

Available at: https://doi.org/10.1016/j.tetlet.2008.04.073

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