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Cover Feature: Ipso Nitration of 2‐Halothiophenes with Silver Nitrate (Asian J. Org. Chem. 12/2017)
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2017-12-05 , DOI: 10.1002/ajoc.201700534
Gon-Ann Lee,Hung-Chun Lin,Hsin-Yi Lee,Chien-Hsun Chen,Hsiang-Yun Huang

A halogen (iodo or bromo atom), placed at the C2 position of thiophenes, provides a reactive site for ipso nitration. The reaction of aryl‐substituted 2‐halothiophenes is achieved with AgNO3, a readily available reagent, without any additives to give 2‐nitrothiophenes. 2‐Styryl‐5‐halothiophenes and the bisthienyl derivatives could be smoothly converted to the corresponding ipso‐nitration products in moderate to good yields. This transformation is believed to proceed via an AgIII intermediate and oxygen absorption. More information can be found in the Communication by Gon‐Ann Lee et al. on page 1733 in Issue 12, 2017 (DOI: 10.1002/ajoc.201700392).
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中文翻译:

封面人物:用硝酸银对2-卤代噻吩进行Ipso硝化(Asian J. Org。Chem。12/2017)

放置在噻吩C2位置的卤素(碘原子或溴原子)为ipso硝化提供了一个反应性位点。芳基取代的2-卤代噻吩的反应可通过AgNO 3(一种易于获得的试剂)完成,无需添加任何添加剂即可生成2-硝基噻吩。2-苯乙烯基-5- halothiophenes和bisthienyl衍生物能够顺利转化为相应的本位-nitration产品在中度至良好的产率。据信该转化是通过Ag III中间体和氧吸收进行的。有关更多信息,请参见Gon-Ann Lee等人的来文。就在第12期,2017年1733页(:10.1002 / ajoc.201700392 DOI)。
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更新日期:2017-12-05
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