Synthesis of pyrazine acetals by the biased reaction of symmetric 2,5-bis(chloromethyl) or 2,3,5,6-tetrakis(chloromethyl) substituents on pyrazine ring with sodium alkoxides

Yusaku Eda, Yuta Odazaki, Akira Mizutani, Yoshio N. Ito, Toshio Kawato

研究成果: ジャーナルへの寄稿学術誌査読

4 被引用数 (Scopus)

抄録

2,5-Bis(chloromethyl)pyrazine reacted with sodium alkoxide to give unexpected 2-dialkoxymethyl-5-methylpyrazine along with normal substitution product, 2,5-bis(alkoxymethyl)pyrazine. The reaction of 2,3,5,6-tetrakis(chloromethyl)pyrazine with sodium alkoxide afforded similar results to yield 2,6-bis(dialkoxymethyl)-3,5-dimethylpyrazine along with other alkoxymethylpyrazines. The ratio of products depended on the solvent and alkoxide used. A general discussion of the mechanism of such a pyrazine acetal synthesis in the basic conditions is given.

本文言語英語
ページ(範囲)2519-2522
ページ数4
ジャーナルTetrahedron Letters
49
16
DOI
出版ステータス出版済み - 4月 14 2008

!!!All Science Journal Classification (ASJC) codes

  • 生化学
  • 創薬
  • 有機化学

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