4.4 Article

Regioselective synthesis of pyrano[3,2-c]pyrimidine derivatives via a palladium-catalyzed unusual [1,3] aryloxy shift and cycloisomerization:: first report of a [1,3] shift of an aryloxy group

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 28, Pages 4405-4408

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.05.019

Keywords

[1,3] aryloxy shift; uracil; palladium acetate; 6-endo dig cyclization; [1,3] H+ shift

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Uracil-annulated pyrano heterocycles are regioselectively synthesized in excellent yields (92-100%) via a palladium-catalyzed unusual [1,3] aryloxy shift followed by 6-endo dig cyclization and [1,3] prototropic shift. (C) 2008 Elsevier Ltd. All rights reserved.

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