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In(OTf)3-catalysed easy access to dihydropyranocoumarin and dihydropyranochromone derivatives

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Abstract

We developed an easy, In(OTf)3-catalysed, regioselective and generalizable method, for allylation/cyclization of β-ketolactone-type heterocyclic compounds. This reaction is proposed to proceed one-pot, through a Friedel–Crafts C-allylation followed by cyclization. This process represents a green synthetic method, as AcOH is the only isolated byproduct. We propose here, a protocol applicable for the construction of biologically active dihydropyranocoumarin and dihydropyranochromone derivatives.

Graphical abstract: In(OTf)3-catalysed easy access to dihydropyranocoumarin and dihydropyranochromone derivatives

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Article information


Submitted
06 Jan 2020
Accepted
11 Mar 2020
First published
12 Mar 2020

New J. Chem., 2020, Advance Article
Article type
Paper

In(OTf)3-catalysed easy access to dihydropyranocoumarin and dihydropyranochromone derivatives

N. Boufroua, E. Dunach, F. Fontaine-Vive, S. Achouche-Bouzroura and S. Poulain-Martini, New J. Chem., 2020, Advance Article , DOI: 10.1039/D0NJ00080A

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