Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 49, Pages 13563-13567Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201408245
Keywords
C-H activation; copper; cyclopropanation; ionic liquids; palladium
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Funding
- University of Bari
- Italian Ministry of Instruction, University and Research (MIUR)
- Regione Puglia (PON Ricerca e Competitivita Laboratorio SISTEMA) [PONa3 00369]
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The combined use of Pd(OAc)(2), Cu(OAc)(2), and dioxygen in molten tetrabutylammonium acetate (TBAA) promotes an unusual cyclopropanation reaction between aryl methyl ketones and styrenes. The process is a dehydrogenative cyclizing coupling that involves a twofold C H activation at the a-position of the ketone. The substrate scope highlights the flexibility of the catalyst; a reaction mechanism is also proposed.
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