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Trifluoromethanesulfonic acid catalyzed Friedel-Crafts acylation of aromatics with β-lactams

Kevin W. Anderson and Jetze J. Tepe*

*Department of Chemistry, Michigan State University, East Lansing, MI 48824, USA, Email:

K. W. Anderson, J. J. Tepe, Tetrahedron, 2002, 58, 8475-8481.

DOI: 10.1016/S0040-4020(02)01026-8

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N-Protected and unprotected 2-azetidinones, protolytically activated by superacidic trifluoromethanesulfonic acid, react with aromatic compounds to give small β-amino aromatic ketones in good to excellent yields. Non-benzenoid aromatics (pyrrole and ferrocene) produced good yield of the corresponding ketones.

Key Words

Friedel-Crafts Acylation, Fries Rearrangement, pyrroles

ID: J72-Y2002-260