共役イミン類のヒドロキシスルフィド化および ヒドロキシアルキル化反応の開発
書誌事項
- タイトル別名
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- Development of Hydroxysulfenylation and Hydroxyalkylation Reaction of Conjugated imines
説明
Radical-mediated domino reactions involving aerobic hydroxylation of alpha-imino radical have been developed. we first studied hydroxysulfenylation of conjugated imines. Treatment of conjugated imine with Et3B and thiophenol in the presence of O2 gave corresponding beta-hydroxysulfides with high regioselectivity and good yield. The reaction would proceed through radical pathway involving regioselective addition of thiyl radical and the subsequent trapping of the resulting alpha-imino radical with O2, in which the imino group enhances the stability of the intermediate radical. Hydroxyalkylation of conjugated imines was next examined. As expected, the hydroxyalkylation reaction using Et3B as radical initiator and ethyl radical source proceeded effectively to give the hydroxyalkylated product in good yield. An N-borylenamine was found to be a key intermediate in the proposed aerobic hydroxylation mechanism.
収録刊行物
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- 反応と合成の進歩シンポジウム 発表要旨概要
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反応と合成の進歩シンポジウム 発表要旨概要 35 (0), 79-79, 2009
日本薬学会化学系薬学部会
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詳細情報 詳細情報について
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- CRID
- 1390001205635322496
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- NII論文ID
- 130006997847
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可
