DIRECT PERFLUOROALKYLATION OF AROMATIC AND HETEROAROMATIC-COMPOUNDS WITH PERFLUOROALKANESULFONYL CHLORIDES CATALYZED BY A RUTHENIUM(II) PHOSPHINE COMPLEX

DIRECT PERFLUOROALKYLATION OF AROMATIC AND HETEROAROMATIC-COMPOUNDS WITH PERFLUOROALKANESULFONYL CHLORIDES CATALYZED BY A RUTHENIUM(II) PHOSPHINE COMPLEX
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DOI:
10.1039/p19940001339
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发表时间:
1994-05-21
期刊:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
影响因子:
--
通讯作者:
SHIMIZU, T
SHIMIZU, T
中科院分区:
其他
文献类型:
--
作者:
KAMIGATA, N;OHTSUKA, T;SHIMIZU, T

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在钌(II)膦配合物的存在下,研究了全氟烷基磺酰氯1对芳香族和杂芳香族化合物的全氟烷基化反应。化合物1与取代的苯或噻吩的反应在120 ℃下通过挤出二氧化硫顺利进行,以良好的产率得到相应的全氟烷基化化合物。在化合物1与吡咯的反应中没有获得预期的全氟烷基化产物;然而,1-三甲基甲硅烷基-和1-三异丙基甲硅烷基-吡咯分别在其2-和3-位上区域选择性地全氟烷基化。
The perfluoroalkylation of aromatic and heteroaromatic compounds by perfluoroalkanesulfonyl chlorides 1 has been investigated in the presence of a ruthenium(II) phosphine complex. The reaction of compounds 1 with substituted benzenes or thiophenes proceeded smoothly with extrusion of sulfur dioxide at 120 degrees C to give corresponding perfluoroalkylated compounds in good yield. No expected perfluoroalkylated product was obtained in the reaction of compounds 1 with pyrrole; however, 1-trimethylsilyl- and 1-triisopropylsilyl-pyrrole were regioselectively perfluoroalkylated at their 2- and 3-position, respectively.