Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Pyrimidine Derivatives. XXXIX. Site-Selectivity in the Reaction of 5-Substituted and 4, 5-Disubstituted Pyrimidine N-Oxides with Trimethylsilyl Cyanide
HIROSHI YAMANAKATAKAO SAKAMOTOSUMIKO NISHIMURAMATAICHI SAGI
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1987 年 35 巻 8 号 p. 3119-3126

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The site-selectivity in the modified Reissert-Henze reaction of 5-substituted, and 4, 5-disubstituted pyrimidine 1-oxides with trimethylsilyl cyanide was examined. The reaction of 5-substituted 4-methoxypyrimidine 1-oxides with trimethylsilyl cyanide gave exclusively 2-pyrimidine-carbonitriles in good yields without exception. On the other hand, the other 5-substituted and 4, 5-disubstituted pyrimidine 1-oxides gave mainly 6-pyrimidinecarbonitriles.
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© The Pharmaceutical Society of Japan
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