A ROUTE TO FLUOROALKYL-SUBSTITUTED AROMATIC COMPOUNDS INVOLVING FLUOROALKYLCOPPER INTERMEDIATES

被引：367
作者：
MCLOUGHL.VC
THROWER, J
机构：
[1] Materials Department, Royal Aircraft Establishment, Farnborough, Hants
来源：
TETRAHEDRON | 1969年 / 25卷 / 24期
关键词：
D O I：
10.1016/S0040-4020(01)83100-8
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Interaction of iodofluoroalkanes, iodoaromatic compounds and copper in polar aprotic solvents at 110-130° leads to good yields of (fluoroalkyl)aromatic compounds. The iodofluoroalkanes and iodoaromatic compounds can bear a wide variety of substituents (carboxyl, nitro, amino, hydroxyl, etc). The reactions proceed via fluoroalkylcopper compounds which are markedly more stable than their non-fluorinated analogues. © 1969.
引用
收藏
页码：5921 / &
相关论文
共 27 条
[1]   COPPER-PROMOTED REACTIONS IN AROMATIC CHEMISTRY [J].
BACON, RGR ;
HILL, HAO .
QUARTERLY REVIEWS, 1965, 19 (02) :95-+
[2]  
BRACE NO, 1966, Patent No. 3271441
[3]   REACTIONS OF ORGANOCOPPER COMPOUNDS WITH HALOGENO-OLEFINS [J].
BURDON, J ;
COE, PL ;
MARSH, CR ;
TATLOW, JC .
CHEMICAL COMMUNICATIONS, 1967, (24) :1259-+
[4]  
Cairncross A., 1968, J AM CHEM SOC, V90, P2186
[5]   IONISATION AND DISSOCIATION OF SOME ARYL FLUOROALIPHATIC COMPOUNDS UNDER ELECTRON IMPACT [J].
COTTER, JL .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1967, (11) :1162-&
[6]  
CRITCHLEY JP, PRIVATE COMMUNICATIO
[7]   SYNTHESES BY FREE-RADICAL REACTIONS .12. REACTIONS OF FLUOROACYL RADICALS [J].
DRYSDALE, JJ ;
COFFMAN, DD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (19) :5111-5115
[8]   ULLMANN SYNTHESIS OF BIARYLS 1945-1963 [J].
FANTA, PE .
CHEMICAL REVIEWS, 1964, 64 (06) :613-&
[9]   THE ULLMANN BIARYL SYNTHESIS .3. THE INFLUENCE OF DILUENTS ON THE REACTION BETWEEN IODOBENZENE AND COPPER [J].
FORREST, J .
JOURNAL OF THE CHEMICAL SOCIETY, 1960, (FEB) :581-588
[10]   OXIDATION OF POLYHALOGENO-COMPOUNDS .1. PHOTOCHEMICAL OXIDATION OF CERTAIN FLUOROALKANES [J].
FRANCIS, WC ;
HASZELDINE, RN .
JOURNAL OF THE CHEMICAL SOCIETY, 1955, :2151-2163
123