Palladium-catalyzed oxidative annulation of in situ generated enones to pyrroles: a concise route to functionalized indoles?
Organic Chemistry Frontiers Pub Date: 2015-08-12 DOI: 10.1039/C5QO00203F
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.
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Journal Name:Organic Chemistry Frontiers
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CAS no.: 89640-58-4