Issue 35, 2013
From the journal:

RSC Advances

Synthesis of 2,4-bifunctionalised cyclopentenones from 2-furaldehyde†

João P. M. Nunes,ac   Carlos A. M. Afonso*ab  and  Stephen Caddick*c  

* Corresponding authors

a CQFM, Centro de Química-Física Molecular and IN-Institute of Nanosciences and Nanotechnology, Instituto Superior Técnico, 1049-001 Lisboa, Portugal

b Research Institute for Medicines and Pharmaceuticals Sciences(iMed.UL), Faculdade de Farmácia da Universidade de Lisboa, Av. Prof. Gama Pinto, 1649-019 Lisboa, Portugal
E-mail: carlosafonso@ff.ul.pt

c Department of Chemistry, University College London, 20 Gordon Street, London, UK
E-mail: s.caddick@ucl.ac.uk

Abstract

Herein we report a new approach to the synthesis of 2,4-bifunctionalised cyclopentenones via one-pot conversion of 2-furaldehyde with morpholine followed by concomitant 1,4 addition and elimination. This protocol has also been extended to afford 2-hydroxy, 2-amino and 2-phenyl cyclopentenones.

Graphical abstract: Synthesis of 2,4-bifunctionalised cyclopentenones from 2-furaldehyde

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Article information

DOI
https://doi.org/10.1039/C3RA42663G
Article type
Communication
Submitted
30 May 2013
Accepted
25 Jun 2013
First published
26 Jun 2013

RSC Adv., 2013,3, 14975-14978

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Synthesis of 2,4-bifunctionalised cyclopentenones from 2-furaldehyde

J. P. M. Nunes, C. A. M. Afonso and S. Caddick, RSC Adv., 2013, 3, 14975 DOI: 10.1039/C3RA42663G

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