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Tuesday, 21 November 2017

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

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.
Graphical abstract: Water excellent solvent for the synthesis of bifunctionalized cyclopentenones from furfural
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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
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Image result for Dipartimento di Chimica, Università della Calabria
Dipartimento di Chimica, Università della Calabria

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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