| 联二烯丁基硫醚衍生物合成呋喃的反应 |
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| 引用本文： | 彭玲玲,张秀,马洁,仲真珍,张喆,成素芳,张艳,王剑波. 联二烯丁基硫醚衍生物合成呋喃的反应[J]. 中国科学B辑, 2009, 39(10): 1184-1193 |
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| 作者姓名： | 彭玲玲 张秀 马洁 仲真珍 张喆 成素芳 张艳 王剑波 |
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| 作者单位： | 北京大学化学与分子工程学院, 生物有机与分子工程教育部重点实验室, 北京分子科学国家实验室, 北京100871 |
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| 基金项目： | 致谢 本工作得到国家自然科学基金（批准号：20832002,20772003,20821062）和国家重点基础研究发展计划（编号：2009CB825300）资助,特此一并致谢. |
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| 摘 要： | 本文报道以联二烯丁基硫醚为起始物的呋喃衍生物的合成方法.实验结果表明,β-联二烯丁基硫醚醇在氢化钠的作用下以很高的收率环化生成一个苯硫基离去的呋喃产物,β-联二烯丁基硫醚醛与外加亲核试剂作用后能得到多一个取代的类似呋喃产物,而β-联二烯丁基硫醚酮在P2O5的促进下也能环化生成呋喃衍生物.
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| 关 键 词： | 呋喃 联烯 合成方法 亲核反应 |
| 收稿时间： | 2009-07-08 |
| 修稿时间： | 2009-07-09 |
Synthesis of furan from allenic sulfide derivatives |
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| PENG LingLing,ZHANG Xiu,MA Jie,ZHONG ZhenZhen,ZHANG Zhe,ZHANG Yan,WANG JianBo. Synthesis of furan from allenic sulfide derivatives[J]. Science in China(Series B), 2009, 39(10): 1184-1193 |
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| Authors: | PENG LingLing ZHANG Xiu MA Jie ZHONG ZhenZhen ZHANG Zhe ZHANG Yan WANG JianBo |
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| Affiliation: | (College of Chemistry, Peking University; Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Beijing National Laboratory of Molecular Sciences, Beijing 100871, China) |
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| Abstract: | In this paper, we report the synthesis of furan derivatives from allenic sulfides. By the reaction with NaiH, β-Hydroxyl allenic sulfides were found to generate furan products in excellent yields with the removal of phenylthio group. β-Aldehyde allenic sulfides were found to give similar furan products with one more substituent when treated with additional nucleophilic reagents. β-ketone allenic sulfides can also cyclize to give furan derivatives with the promotion of P2O5. |
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| Keywords: | furan allene synthetic method nucleophilic reaction |
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