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

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.

SUBMITTER: Potavathri S

PROVIDER: S-EPMC2597825 | biostudies-literature | 2008 Jun

REPOSITORIES: biostudies-literature

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

Potavathri Shathaverdhan S Dumas Ashley S AS Dwight Timothy A TA Naumiec Gregory R GR Hammann Jeffrey M JM Deboef Brenton B

Tetrahedron letters 20080601 25

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. ...[more]

PMID: 19652690

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