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Catalytic Tandem Friedel–Crafts Alkylation/C4–C3 Ring-Contraction Reaction: An Efficient Route for the Synthesis of Indolyl Cyclopropanecarbaldehydes and Ketones

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journal contribution
posted on 05.09.2019, 20:36 by Francesca Turnu, Alberto Luridiana, Andrea Cocco, Stefania Porcu, Angelo Frongia, Giorgia Sarais, Francesco Secci
A general strategy for the synthesis of indolyl cyclopropanecarbaldehydes and ketones via a Brønsted acid-catalyzed indole nucleophilic addition/ring-contraction reaction sequence has been exploited. The procedure leads to a wide panel of cyclopropyl carbonyl compounds in generally high yields with a broad substrate scope.