Reaction of iodoarenes with potassium peroxodisulfate/trifluoroacetic acid in the presence of aromatics. Direct preparation of diaryliodonium triflates from iodoarenes

被引:49
作者
Hossain, Md. Delwar [1 ]
Kitamura, Tsugio [1 ]
机构
[1] Saga Univ, Fac Sci & Engn, Dept Chem & Appl Chem, Saga 8408502, Japan
关键词
diaryliodonium triflates; iodoarenes; potassium peroxodisulfate; trifluoroacetic acid;
D O I
10.1016/j.tet.2006.04.073
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diaryliodonium triflates have been directly prepared by reaction of some iodoarenes with aromatic substrates in good yields by using K2S2O8/CF3COOH/CH2Cl2. Treatment of a variety of iodoarenes with iodobenzene under the same conditions resulted in ligand transfer, and (4-iodophenyl)(phenyl)iodonium triflate was obtained. This procedure avoids the use of high temperature and severe reaction conditions. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6955 / 6960
页数:6
相关论文
共 88 条
[1]   Development of intramolecular oxidative phenolic coupling reactions using hypervalent iodine (III) reagents and their application to the synthesis of Amaryllidaceae alkaloids [J].
Arisawa, M ;
Tohma, H ;
Kita, Y .
YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 2000, 120 (10) :1061-1073
[2]   DIARYLIODONIUM SALTS .13. SALTS IN WHICH THE CATIONS BEAR CARBOXYL, HYDROXYL, ALKOXYL OR AMINO GROUPS [J].
BERINGER, FM ;
LILLIEN, I .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (03) :725-731
[3]   EXCHANGE OF ARYL LIGANDS TO POLYVALENT IODINE [J].
BERINGER, FM ;
CHANG, LL .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (10) :1516-&
[4]   DIARYLIODONIUM SALTS .14. REACTIONS OF ORGANOMETALLIC COMPOUNDS WITH IODOSOBENZENE DICHLORIDES AND WITH IODONIUM SALTS [J].
BERINGER, FM ;
DEHN, JW ;
WINICOV, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (11) :2948-2952
[5]   DIARYLIODONIUM SALTS .9. THE SYNTHESIS OF SUBSTITUTED DIPHENYLIODONIUM SALTS [J].
BERINGER, FM ;
FALK, RA ;
KARNIOL, M ;
LILLIEN, I ;
MASULLO, G ;
MAUSNER, M ;
SOMMER, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (02) :342-351
[6]   DIARYLIODONIUM SALTS .1. SYNTHESIS [J].
BERINGER, FM ;
DREXLER, M ;
GINDLER, EM ;
LUMPKIN, CC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (11) :2705-2708
[7]  
Chaudhari SS, 2000, SYNLETT, P278
[8]  
Chen DJ, 2000, SYNLETT, P1175
[9]  
CRIVELLO JV, 1984, ADV POLYM SCI, V62, P1
[10]  
CRIVELLO JV, 2005, J POLYM SCI A, V88, P290