Issue 15, 2020

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

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

Supplementary files

Article information

Article type
Paper
Submitted
06 Jan 2020
Accepted
11 Mar 2020
First published
12 Mar 2020

New J. Chem., 2020,44, 6042-6052

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, 44, 6042 DOI: 10.1039/D0NJ00080A

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