| 6-甲氧基-1,2,3,9-四氢-4H-咔唑-4-酮肟的一锅合成 |
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| 引用本文： | 孙健,盛源,谢琼,仇缀百.6-甲氧基-1,2,3,9-四氢-4H-咔唑-4-酮肟的一锅合成[J].有机化学,2011,31(3). |
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| 作者姓名： | 孙健 盛源 谢琼 仇缀百 |
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| 作者单位： | 复旦大学药学院药物化学教研室,上海,201203 |
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| 基金项目： | 国家自然科学基金，高等学校博士学科点专项科研基金 |
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| 摘 要： | 报道了6-甲氧幕-1,2,3,9-四氢-4H-咔唑-4-酮肟(3b)的一锅合成法,将Fischer吲哚合成与肟化两步反应并为一步,可简化操作,提高收率.反应可以在弱碱性且温度温和的条件下一锅合成,是由于肟化使Fischer吲哚环合变得容易,羰基与肟基在互变异构方向上的差别是影响环合反应的关键因素.
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| 关 键 词： | 一锅合成 Fischer吲哚合成 肟化 互变异构 |
One-Pot Synthesis of 6-Methoxy-1,2,3,9-tetrahydro-4H- carbazol-4-one Oxime |
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| Sun Jian,Sheng Yuan,Xie Qiong,Qiu Zhuibai.One-Pot Synthesis of 6-Methoxy-1,2,3,9-tetrahydro-4H- carbazol-4-one Oxime[J].Chinese Journal of Organic Chemistry,2011,31(3). |
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| Authors: | Sun Jian Sheng Yuan Xie Qiong Qiu Zhuibai |
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| Institution: | Sun,Jian Sheng,Yuan Xie,Qiong Qiu,Zhuibai(Department of Medicinal Chemistry,School of Pharmacy,Fudan University,Shanghai 201203) |
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| Abstract: | 6-Methoxy-1,2,3,9-tetrahydro-4H-carbazol-4-one oxime(3b) was synthesized by one-pot reac-tion.The combination of Fischer indole synthesis and oximation led to simplified process and increased productivity.This reaction could proceed in one pot in weak alkaline solution at mild temperature since oximation has facilitated the Fischer indole cyclization.Differences in tautomerization between carbonyl and oximyl were considered as the key factor that influenced the cyclization. |
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| Keywords: | one-pot synthesis Fischer indole synthesis oximation tautomerism |
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