Issue 24, 2011
From the journal:

Organic & Biomolecular Chemistry

Functionalized 2,3-dihydrofurans viapalladium-catalyzed oxyarylation of α-allyl-β-ketoesters†‡§

Sandro Cacchi,*a   Giancarlo Fabrizi,a   Antonella Goggiamani,a   Antonia Iazzetti,a   David Madec,b   Giovanni Polic  and  Guillaume Prestatc  

* Corresponding authors

a Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza, Università di Roma, P.le A. Moro 5, Italy
E-mail: sandro.cacchi@uniroma1.it
Fax: +39 (06) 4991 2780
Tel: +39 (06) 4991 2795

b Université de Toulouse, UPS, LHFA, bât. 2R1, 118 route de Narbonne, 31062 Toulouse. CNRS, LHFA UMR 5069, France
E-mail: madec@chimie.ups-tlse.fr
Tel: +33 5 61 55 62 87

c UPMC Univ Paris 06, Institut Parisien de Chimie Moléculaire (UMR CNRS 7201), FR 2769, C. 183, 4 Place Jussieu, France
E-mail: giovanni.poli@upmc.fr
Tel: +33 1 44 27 55 72

Abstract

The palladium-catalyzed reaction of (hetero)aryl bromides, chlorides, and nonaflates with α-allyl-β-ketoesters provides ready efficient access to functionalized 2,3-dihydrofurans. The reaction tolerates several useful substituents including chloro, fluoro, ether, ketone, ester, cyano, and nitro groups.

Graphical abstract: Functionalized 2,3-dihydrofurans viapalladium-catalyzed oxyarylation of α-allyl-β-ketoesters

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Article information

DOI
https://doi.org/10.1039/C1OB06593A
Article type
Communication
Submitted
19 Sep 2011
Accepted
14 Oct 2011
First published
18 Oct 2011

Org. Biomol. Chem., 2011,9, 8233-8236

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Functionalized 2,3-dihydrofurans viapalladium-catalyzed oxyarylation of α-allyl-β-ketoesters

S. Cacchi, G. Fabrizi, A. Goggiamani, A. Iazzetti, D. Madec, G. Poli and G. Prestat, Org. Biomol. Chem., 2011, 9, 8233 DOI: 10.1039/C1OB06593A

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