Tetrahedron letters

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

S Potavathri, AS Dumas, TA Dwight, GR Naumiec…

Index: Potavathri, Shathaverdhan; Dumas, Ashley S.; Dwight, Timothy A.; Naumiec, Gregory R.; Hammann, Jeffrey M.; DeBoef, Brenton Tetrahedron Letters, 2008 , vol. 49, # 25 p. 4050 - 4053

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Citation Number: 108

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.