Journal
TETRAHEDRON LETTERS
Volume 56, Issue 42, Pages 5767-5770Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2015.08.040
Keywords
Isatoic anhydride; N-Cyano-4-methyl-N-phenylbenzenesulfonamide; Multi-component reaction
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A novel multi-component reaction strategy was developed for the construction of important building blocks, 2-amino 3-substituted quinazolinone derivatives from isatoic anhydride and amine with electrophilic cyanating compound, N-cyano-4-methyl-N-phenylbenzenesulfonamide (NCTS). The quinazolinone synthesis proceeds via a sequential series of reactions such as nucleophilic attack of the amine group on the carbonyl group of isatoic anhydride followed ring opening and subsequent decarboxylation, nucleophilic attack of amine to nitrile, followed by heterocyclization. (C) 2015 Elsevier Ltd. All rights reserved.
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