立体专一性地合成(Z)-α-氟-β-三氟甲基乙烯基碘化物和应用于合成多氟噻吩基双烯烃 |
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引用本文: | 沈延昌,王国平.立体专一性地合成(Z)-α-氟-β-三氟甲基乙烯基碘化物和应用于合成多氟噻吩基双烯烃[J].中国化学,2006,24(9):1242-1246. |
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作者姓名: | 沈延昌 王国平 |
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作者单位: | State Key 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 Science Foundation of China(No.29972046) and the Chinese Academy of Sciences. the National Natural .Dedlcated to Professor Xikui Jiang on the occasion of his 80th birthday. |
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摘 要: | The direct iodination of polyfluorinated vinyl stannanes by tin-iodine exchange methodology was achieved giving (Z)-α-fluoro-β-trifluoromethyl vinyl iodides stereospecifically. Changing the substituent in R group from the electron-withdrawing group to electron-donating group led to an increase in the yield from 78% to 90%, while it was moved from para to meta position the reaction did not afford a dramatic change in the yield (90% to 95%). In addition, this reaction also can be applied to the vinyl stannane with heterocyclic group. The further coupling reaction of prepared vinyl iodide containing heterocyclic moiety with (Z)-α-fluoro-β-trifluoromethylstannanes gave polyfluorinated heterocyclic alkadienes with 2E,4E-selectivity.
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关 键 词: | 锡-碘交换反应 (Z)-α-氟-β-三氟甲基锡烷 (Z)-α-氟-β-三氟甲基乙烯基碘化物 多氟化杂环链二烯 |
收稿时间: | 2005-07-14 |
修稿时间: | 2005-07-142006-04-03 |
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