Ozonolysis of substituted uracils

…, K Kamiya, K Shibata, H Muramatsu…

Index: Matsui, Masaki; Kamiya, Kazusaki; Shibata, Katsuyoshi; Muramatsu, Hiroshige Journal of Organic Chemistry, 1990 , vol. 55, # 4 p. 1396 - 1399

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Citation Number: 26

Abstract

toin (3):(a) a hydrolysis of the N-1-C-6 bond of 6 to give 7, which is cyclized to afford 3;(b) an oxidation of the formyl group at the C-6 position of 6 to give carboxylic acid 9, followed by the elimination of carbon dioxide to afford 7, a precursor of 3; and (c) an intramolecular cyclization of 6 to give 2, which is in turn easily hydrolyzed and/or oxidized to afford 3. In the ozonolysis of 6-(trifluoromethy1) uracil (lk), 5-hydroxyhydantoin (4) can be obtained by two ...

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