POLYFLUOROALKYLATION OF BROMOHETEROCYCLIC COMPOUNDS VIA PERFLUOROALKYLCOPPER INTERMEDIATES

被引：33

作者：

CHEN, GJ ^{[1
]}

TAMBORSKI, C ^{[1
]}

机构：

[1] USAF,WRIGHT AERONAUT LABS,MAT LAB,WRIGHT PATTERSON AFB,OH 45433

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1990年 / 46卷 / 01期

关键词：

D O I：

10.1016/S0022-1139(00)81565-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Reactions between n-C6F13I, Cu, and various bromoheterocyclic compounds in dimethyl sulfoxide provide a convenient method for the perfluoroalkylation of heterocyclic compounds. By this method perfluoroalkylated products of pyridine and pyrimidine were synthesized in near quantitative yields. Perfluoroalkylation of bromofurans and bromothiophenes also provided good yields of perfluoroalkylated products, however, competing reactions also yielded various by-products indicative of reductive dehalogenation, homocoupling, polysubstitution beyond the number of C-Br bonds in the starting heterocyclic compound and formation of structural isomers. © 1990.

引用

页码：137 / 159

页数：23

共 5 条

[1] POLYFLUOROALKYLATION OF BROMOAROMATIC COMPOUNDS VIA PERFLUOROALKYLCOPPER INTERMEDIATES
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[2] STUDIES ON ORGANIC FLUORINE-COMPOUNDS .35. TRIFLUOROMETHYLATION OF PYRIMIDINE-NUCLEOSIDES AND PURINE-NUCLEOSIDES WITH TRIFLUOROMETHYL-COPPER COMPLEX
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[4] COPPER-MEDIATED PERFLUOROALKYLATION OF HALOGENOTHIOPHENES
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[5] A ROUTE TO FLUOROALKYL-SUBSTITUTED AROMATIC COMPOUNDS INVOLVING FLUOROALKYLCOPPER INTERMEDIATES
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