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

Francesca Turnu

First

;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

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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.