Palladium-catalyzed cross-coupling of styrenes with aryl methyl ketones in ionic liquids: direct access to cyclopropanes.

Authors :: Cotugno P
Monopoli A
Ciminale F
Milella A
Nacci A
Source :: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2014 Dec 01; Vol. 53 (49), pp. 13563-7. Date of Electronic Publication: 2014 Oct 05.
Publication Year :: 2014
Abstract: 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 α-position of the ketone. The substrate scope highlights the flexibility of the catalyst; a reaction mechanism is also proposed.<br /> (© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Subjects :: Catalysis
Cyclopropanes chemistry
Methylation
Cyclopropanes chemical synthesis
Ionic Liquids chemistry
Ketones chemistry
Palladium chemistry
Styrenes chemistry

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