Solvent effect on the reaction of 1-methoxy-3-(2-nitrovinyl)indole with nucleophiles
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概要
- 論文の詳細を見る
1-Methoxy-3-(2-nitrovinyl)indole (1a) functions as an electrophile and reacts with various nucleophiles. In THF, nucleophiles undergo conjugate addition to the β-carbon of the nitroviyyl side chain of 1a, regioselectively. The resultant Michael addition products (4d and 8) cyclize to novel 3-substituted 1-methoxyindoles (5 and 7) depending on reaction conditions and a plausible mechanism is discussed. In dipolar aprotic solvent (DMF), nucleophiles react with 1a at the 2-position predominantly with concomitant liberation of the 1-methoxy group giving 2-substituted indoles. © 2005 The Japan Institute of Heterocyclic Chemistry.
- 日本複素環化学研究所の論文
- 2005-12-31
著者
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Yamada K
Graduate School Of Pharmaceutical Sciences Kyushu University
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Yamada Katsuya
Graduate School Of Pharmaceutical Sciences Nagoya City University
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Yamada Kenji
Tokyo University Of Pharmacy And Life Sciences School Of Pharmacy
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