2,4-dimorpholinocyclopent-2-enone

1465003-25-1 cas

2,4-dimorpholinocyclopent-2-enone (1b):

1H NMR (300 MHz, CDCl3) 6.24 (d, J = 2.9 Hz, 1H, COC=CH), 3.78 (t, J = 4.7 Hz, 4H, morpholine), 3.73 (t, J = 4.7 Hz, 4H, morpholine), 3.73-3.72 (m, 1H, COCH2CHN), 3.15-3.14 (m, 4H, morpholine), 2.54-2.52 (m, 4H, morpholine), 2.49-2.48 (m, 1H, COCH2), 2.46-2.45 (m, 1H, COCH2);

13C NMR (75 MHz, CDCl3) 38.1, 48.1, 50.0, 60.3, 66.6, 67.1, 129.5, 151.7, 202.0.

Water excellent solvent for the synthesis of bifunctionalized cyclopentenones from furfural

M. Nardi,*ab  P. Costanzo,c  A. De Nino,a  M. L. Di Gioia,d  F. Olivito,c  G. Sindonaa  and  A. Procopioc 

*Corresponding authors

aDipartimento di Chimica, Università della Calabria, Cubo 12C, 87036-Arcavacata di Rende, Italy
E-mail: monica.nardi@unical.it
Fax: +39 0984493307
Tel: +39 0984 492850

bDipartimento di Agraria, Università Telematica San Raffaele, 247, Roma Via di Val Cannuta, Italy

cDipartimento di Scienze della Salute, Università Magna Graecia, Viale Europa, 88100-Germaneto, Italy

dDipartimento di Farmacia e Scienze della Salute e della Nutrizione, Edificio Polifunzionale, Università della Calabria, 87030 Arcavacata di Rende, Italy

Abstract

Chiral cyclopentenones are important precursors in the asymmetric synthesis of target molecules. In particular, C-2 amino cyclopentenones could be utilised as intermediates towards antitumor natural products. On the basis of our previous experience, we report an environmentally friendly protocol for the synthesis of bifunctionalized cyclopentenones in water from furfural. The use of water and MW gives high regioselectivity and good to excellent yields. The reaction can be realized in short times with various nucleophiles.

Monica Nardi

PostDoc

Università della Calabria , Rende · Dipartimento di Chimica e Tecnologie Chimiche - CTC

Università della Calabria

Department

• Dipartimento di Chimica e Tecnologie Chimiche - CTC

• Research experience

  • Oct 2014–present

    Visiting Lectur

    The School of Pharmacy · School of Pharmacy · Prof Steve Brocchini
    United Kingdom · London
  • Jan 2014–present

    PostDoc Position

    Università della Calabria · Department of Pharmacy, Health and Nutritional Sciences
    Italy · Rende
  • Mar 2001–Sep 2014

    PostDoc

    Università della Calabria · Department of Management
    Italy · Rende
  • Mar 2001–Dec 2013

    PostDoc Position

    Università della Calabria · Dipartimento di Chimica e Tecnologie Chimiche - CTC · Prof Giovanni Sindona
    Italy · Rende

Dipartimento di Chimica, Università della Calabria

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1 Estevão, Mónica S.; Afonso, Carlos A.M.; Tetrahedron Letters; vol. 58; nb. 4; (2017); p. 302 - 304

2  Green Chemistry; vol. 19; nb. 1; (2017); p. 164 - 168



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