4.4 Article

Zinc triflate-catalyzed synthesis of pyrazino[2,1-b]quinazoline-3,6-diones

Journal

TETRAHEDRON
Volume 64, Issue 40, Pages 9515-9520

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.07.071

Keywords

zinc triflate; cyclodehydration; anthranilic acid; peptide; pyrazino[2,1-b]quinazoline-3,6-dione

Funding

  1. ANT Technology (Taipei, Taiwan, ROC)
  2. National Science Council (Taiwan, ROC)

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Using zinc triflate, the direct one-pot double cyclodehydration of linear tripeptides to the total synthesis of pyrazino[2,1-b]quinazoline-3,6-diones (1a-l) on solid support was achieved with good overall yields in short reaction time. These syntheses of the pyrazino[2,1-b]quinazoline-3,6-diones were conveniently achieved in only three steps, starting from the amino acid-bound Wang resin. (C) 2008 Elsevier Ltd. All rights reserved.

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