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Issue 10, 2015
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Palladium-catalyzed oxidative annulation of in situ generated enones to pyrroles: a concise route to functionalized indoles

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Abstract

Palladium(II)-catalyzed, copper(II)-mediated indole synthesis was achieved from the reactions of N-substituted simple pyrroles with enones generated in situ from 3-chloropropiophenones. A benzene ring was thus constructed onto a pyrrole backbone, affording substituted indole derivatives. A domino dehydrochlorination/C–H olefination /Diels–Alder cycloaddition/dehydrogenative aromatization sequence was established as the reaction pathway. The present methodology provides a concise route to highly functionalized indole derivatives.

Graphical abstract: Palladium-catalyzed oxidative annulation of in situ generated enones to pyrroles: a concise route to functionalized indoles

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Submitted
26 Jun 2015
Accepted
11 Aug 2015
First published
12 Aug 2015

Org. Chem. Front., 2015,2, 1361-1365
Article type
Research Article

Palladium-catalyzed oxidative annulation of in situ generated enones to pyrroles: a concise route to functionalized indoles

T. Guo, Q. Jiang and Z. Yu, Org. Chem. Front., 2015, 2, 1361
DOI: 10.1039/C5QO00203F

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