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Catalyst- and Halogen-Free Regioselective Friedel-Crafts alpha-Ketoacylations

Kishor Mohanan 1 Marc Presset 1 Damien Mailhol 1 Yoann Coquerel 1 Jean Rodriguez 1 
1 STeRéO
ISM2 - Institut des Sciences Moléculaires de Marseille
Abstract : Highly regio- selective and efficient catalyst- and halogen-free Friedel-Crafts alpha-ketoacy- lation reactions leading to heterocycles functionalized with a very versatile 1,3- diketone moiety are described. The reactions rely on microwave-assisted domino Wolff rearrangement/Friedel- Crafts sequences from 2-diazo-1,3- diketones via transient, highly reactive alpha-keto ketene intermediates.
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Submitted on : Friday, September 28, 2012 - 4:49:00 PM
Last modification on : Tuesday, December 14, 2021 - 8:36:12 AM

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Kishor Mohanan, Marc Presset, Damien Mailhol, Yoann Coquerel, Jean Rodriguez. Catalyst- and Halogen-Free Regioselective Friedel-Crafts alpha-Ketoacylations. Chemistry - A European Journal, Wiley-VCH Verlag, 2012, 18, pp.9217-9220. ⟨10.1002/chem.201201027⟩. ⟨hal-00736640⟩



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