Journal
TETRAHEDRON LETTERS
Volume 55, Issue 2, Pages 525-527Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.11.090
Keywords
Triazolopyrimidine; Boric Acid; Aqueous micellar medium atom economy
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A simple, green, and efficient protocol is reported for the preparation of aryl-7,8-dihydro[1,2,4]triazolo[4,3-a]-pyrimidine-6-carbonitriles through one-pot multi component reaction using substituted aromatic aldehydes, malononitrile, and 3-amino[1,2,4]triazole. The reaction is catalyzed by boric acid in aqueous micellar condition. Present protocol incorporates environmentally non-hazardous reaction condition, easy work-up, and use of recyclable catalytic system with associated benefits like excellent yield (84-96%) and shorter reaction time (20 mm). Proposed methodology offers rapid access to substituted aryl-7,8-dihydro[1,2,4]triazolo[4,3-a]pyrimidine-6-carbonitriles with high atom-economy and catalytic efficiency. (C) 2013 Elsevier Ltd. All rights reserved.
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