Synlett 2012; 23(10): 1481-1484
DOI: 10.1055/s-0031-1291012
letter
© Georg Thieme Verlag Stuttgart · New York

Electrophilic Iodo-Mediated Cyclization in PEG under Microwave Irradiation: Easy Access to Highly Functionalized Furans and Pyrroles

Rosella Spina
a   Institut des Biomolécules Max Mousseron (IBMM) UMR 5247 CNRS, UM I-UM II Université de Montpellier II, Place E. Bataillon, 34095 Montpellier Cedex 5, France, Fax: +33(467)144866   eMail: frederic.lamaty@univ-montp2.fr
b   Dipartimento di Scienze Farmaceutiche, Università della Calabria, 87036 Arcavacata di Rende (CS), Italy
,
Evelina Colacino
a   Institut des Biomolécules Max Mousseron (IBMM) UMR 5247 CNRS, UM I-UM II Université de Montpellier II, Place E. Bataillon, 34095 Montpellier Cedex 5, France, Fax: +33(467)144866   eMail: frederic.lamaty@univ-montp2.fr
,
Bartolo Gabriele
b   Dipartimento di Scienze Farmaceutiche, Università della Calabria, 87036 Arcavacata di Rende (CS), Italy
,
Giuseppe Salerno
c   Dipartimento di Chimica, Università della Calabria, 87036 Arcavacata di Rende (CS), Italy
,
Jean Martinez
a   Institut des Biomolécules Max Mousseron (IBMM) UMR 5247 CNRS, UM I-UM II Université de Montpellier II, Place E. Bataillon, 34095 Montpellier Cedex 5, France, Fax: +33(467)144866   eMail: frederic.lamaty@univ-montp2.fr
,
Frédéric Lamaty*
a   Institut des Biomolécules Max Mousseron (IBMM) UMR 5247 CNRS, UM I-UM II Université de Montpellier II, Place E. Bataillon, 34095 Montpellier Cedex 5, France, Fax: +33(467)144866   eMail: frederic.lamaty@univ-montp2.fr
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Publikationsverlauf

Received: 17. Februar 2012

Accepted after revision: 23. März 2012

Publikationsdatum:
25. Mai 2012 (online)


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Abstract

The rapid and facile synthesis of highly substituted β-iodofurans and β-iodopyrroles is reported using a mixture of molecular iodine and a base in solid PEG 3400 as alternative, eco-friendly and nontoxic solvent under microwave irradiation, in a very short time. The heterocycles are efficiently recovered in good yields by a simple workup procedure, avoiding chromatographic purification.