Journal
TETRAHEDRON
Volume 66, Issue 25, Pages 4469-4473Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.04.082
Keywords
Photochemistry; Oximes; Quinazolines; Theoretical calculations
Categories
Funding
- Spanish MEC [CTQ2007-64197]
- MEC
- Comunidad Autonoma de La Rioja
- CSIC
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A new photochemical method for the preparation of quinazolines (2) through irradiation of [2-(methyleneamino)phenyl]methanone oximes (1) is reported. The photoreaction has been studied in depth by experimental, theoretical and photochemical methods. A six-electron electrocyclic ring closure mechanism, followed by water loss, is proposed and rationalized to explain the formation of quinazolines (2). (C) 2010 Elsevier Ltd. All rights reserved.
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