| A straight synthesis of 2-(a-substituted N-tosylaminomethyl)-2,5-dihydrofurans by thereaction of N-sulfonylimines with arsonium 4-hydroxyl- cis -2-butenylides |
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| 作者姓名： | 李安虎 邓卫平 戴立信 侯雪龙 |
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| 作者单位： | Laboratory of Organometallic Chemistry，Shanghai Institute of Organic Chemistry，Chinese Academy of Sciences，Shanghai 200032，China，Laboratory of Organometallic Chemistry，Shanghai Institute of Organic Chemistry，Chinese Academy of Sciences，Shanghai 200032，China，Laboratory of Organometallic Chemistry，Shanghai Institute of Organic Chemistry，Chinese Academy of Sciences，Shanghai 200032，China，Laboratory of Organometallic Chemistry，Shanghai Institute of Organic Chemistry，Chinese Academy of Sciences，Shanghai 200032，China |
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| 基金项目： | Project supported by the National Natural Science Foundation of China (No.29790127)，Chinese Academy of Sciences. |
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| 摘 要： | On treatment of N-tosylimines (1) and 4-hydroxyl-cis-butenyl arsonium salt (5) with KOH in acetonitrile at room temperature, 2-(a-substituted N-tosylaminomethyl)-2,5-dihydrofurans (4) were obtained in moderate yields. The arsonium salt (5) acts formally as an equivalent of 2,5-dihydrofuran synon. A plausible mechanism was proposed for this new 5-membered cyclization reaction.
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A straight synthesis of 2-(a-substituted N-tosylaminomethyl)-2,5-dihydrofurans by thereaction of N-sulfonylimines with arsonium 4-hydroxyl- cis -2-butenylides |
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| LI,An-Hu DENG,Wei-Ping DAI,Li-Xin HOU,Xue-LongLaboratory of Organometallic Chemistry.A straight synthesis of 2-(a-substituted N-tosylaminomethyl)-2,5-dihydrofurans by thereaction of N-sulfonylimines with arsonium 4-hydroxyl- cis -2-butenylides[J].Chinese Journal of Chemistry,1999(3). |
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| Authors: | LI An-Hu DENG Wei-Ping DAI Li-Xin HOU Xue-LongLaboratory of Organometallic Chemistry |
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| Institution: | LI,An-Hu DENG,Wei-Ping DAI,Li-Xin HOU,Xue-LongLaboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China |
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| Abstract: | On treatment of N-tosylimines (1) and 4-hydroxyl-cis-butenyl arsonium salt (5) with KOH in acetonitrile at room temperature, 2-(a-substituted N-tosylaminomethyl)-2,5-dihydrofurans (4) were obtained in moderate yields. The arsonium salt (5) acts formally as an equivalent of 2,5-dihydrofuran synon. A plausible mechanism was proposed for this new 5-membered cyclization reaction. |
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| Keywords: | Dihydrofurans arsonium ylide aziridine |
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