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

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...

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Published in:New journal of chemistry 2020-04, Vol.44 (15), p.642-652
Main Authors: Boufroua, Naouel, Dunach, Elisabet, Fontaine-Vive, Fabien, Achouche-Bouzroura, Samia, Poulain-Martini, Sophie
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container_title New journal of chemistry
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creator Boufroua, Naouel
Dunach, Elisabet
Fontaine-Vive, Fabien
Achouche-Bouzroura, Samia
Poulain-Martini, Sophie
description 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. Allylation/cyclization of β-ketolactone-type heterocyclic compounds, under In(OTf) 3 -catalysis, for the construction of biologically active dihydropyranocoumarin and dihydropyranochromone derivatives.
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title In(OTf)-catalysed easy access to dihydropyranocoumarin and dihydropyranochromone derivatives
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