4.4 Article

Green synthesis of 2-pyrazinones in deep eutectic solvents: From α-chloro oximes to peptidomimetic scaffolds

Journal

TETRAHEDRON
Volume 73, Issue 43, Pages 6193-6198

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2017.09.013

Keywords

alpha-Chloro oxime; 2-Pyrazinone; Deep eutectic solvents; Green chemistry; Peptidomimetics

Funding

  1. University of Salento
  2. consorzio Interuniversitario Nazionale Metodologie e Processi Innovativi di Sintesi (C.I.N.M.P.I.S.)

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A novel and green synthesis of 2-pyrazinones in deep eutectic solvents (DESs) is described. Treatment of aromatic alpha-chloro oximes with aliphatic amines at 110 degrees C in choline chloride based DESs resulted in a straightforward and efficient assembly of 1,3,5-trisubstituted-2(1H)-pyrazinones. The protocol, featuring mild reaction conditions and avoiding common volatile organic solvents, affords a safe and sustainable approach to original peptidomimetic scaffolds. (C) 2017 Elsevier Ltd. All rights reserved.

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