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Masked 3-Aminoindan-1-ones by a Palladium-Catalyzed Three-Component Annulation Reaction

Anna Arefalk, Mats Larhed and Anders Hallberg*

*Organic Pharmaceutical Chemistry, Department of Medicinal Chemistry, Uppsala University, BMC, Box-574, SE-751 23 Uppsala, Sweden, Email:

A. Arefalk, M. Larhed, A. Hallberg, J. Org. Chem., 2005, 70, 938-942.

DOI: 10.1021/jo048187q


A new palladium(0)-catalyzed three-component reaction of salicylic aldehyde triflates, ethylene glycol vinyl ether, and various secondary nucleophilic amines involving an initial internal Heck arylation, iminium ion formation, and subsequent tandem cyclization gives tertiary 3-aminoindan acetals.

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Key Words

Palladium Catalysis, Heck Reaction, Indanones, 1,3-Dioxolanes

ID: J42-Y2005-180