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

Alberto Luridiana
Second
Member of the Collaboration Group
;
COCCO, ANDREA
Member of the Collaboration Group
;
Stefania Porcu
Member of the Collaboration Group
;
Angelo Frongia
Member of the Collaboration Group
;
Giorgia Sarais
Penultimate
Member of the Collaboration Group
;
Francesco Secci
Last
Member of the Collaboration Group
2019-01-01

Abstract

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.
2019
cyclopropanes, indoles, friedel-crafts, ring-contraction
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