A Convenient Method for the Regioselective Synthesis of 4-Alkyl(aryl)pyridines Using Pyridinium Salts
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- Kin-ya Akiba
- Department of Chemistry, Faculty of Science, Hiroshima University
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- Y\={u}ji Iseki
- Department of Chemistry, Faculty of Science, Hiroshima University
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- Makoto Wada
- Department of Chemistry, Faculty of Science, Hiroshima University
説明
<jats:title>Abstract</jats:title> <jats:p>RCu·BF3 reacted with 1-ethoxycarbonylpyridinium chloride at the 4-position with almost complete regio-selectivity (>99%) to afford the corresponding 1,4-dihydropyridine derivatives in high yields (81–94%). The dihydropyridines were oxidized by oxygen to give 4-alkyl(aryl)pyridines (38–68%). Grignard reagents also reacted with 1-t-butyldimethylsilylpyridinium triflate with almost complete regioselectivity (>99%) to afford the corresponding 1,4-dihydropyridines, which were easily oxidized by oxygen to give 4-substituted pyridines in higher yields than above (58–70%).</jats:p>
収録刊行物
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- Bulletin of the Chemical Society of Japan
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Bulletin of the Chemical Society of Japan 57 (7), 1994-1999, 1984-07-01
Oxford University Press (OUP)
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詳細情報 詳細情報について
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- CRID
- 1360283694078895360
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- NII論文ID
- 130001984334
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- ISSN
- 13480634
- 00092673
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- データソース種別
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