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

被引：63

作者：

KAMIGATA, N

OHTSUKA, T

FUKUSHIMA, T

YOSHIDA, M

SHIMIZU, T

机构：

[1] Department of Chemistry, Faculty of Science, Tokyo Metropolitan University, Hachioji

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 10期

关键词：

D O I：

10.1039/p19940001339

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：1339 / 1346

页数：8

共 38 条

[1] ADDITION REACTIONS OF HETEROCYCLIC COMPOUNDS .8. METHYL PYRROLE-1-CARBOXYLATE AND DIMETHYL ACETYLENEDICARBOXYLATE [J].