Journal
TETRAHEDRON LETTERS
Volume 53, Issue 18, Pages 2298-2301Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.02.095
Keywords
Multicomponent reactions; Heterocycles; Palladium catalysis; Copper catalysis; Triazines; Indazolones; Ugi reaction; Hydroxytriazafluorendione
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Indazolones are medicinally relevant targets. Herein we disclose an improved synthesis to N'-(acetamido-2-yl)substituted indazolones with four points of diversity introduced by Ugi-[M]-amination and -amidation. The ring closure can be achieved by either conventional palladium catalysis or with a ligandless copper protocol. When alpha-unbranched isocyanides were employed the sole cyclization products of the copper catalyzed reactions are the hitherto undescribed 2-hydroxy-3H-3,4a,9a-triaza-fluorene-4,9-diones. (C) 2012 Elsevier Ltd. All rights reserved.
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