Highly efficient cross-coupling reactions with the perfluoroorganotrifluoroborate salts K [RFBF3] (RF=C6F5, CF2=CF)

被引：59

作者：

Frohn, HJ

Adonin, NY

Bardin, VV

Starichenko, VF

机构：

[1] Gerhard Mercator Univ Duisburg, Inst Chem, D-47048 Duisburg, Germany

[2] SB RAS, NV Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 45期

基金：

俄罗斯基础研究基金会;

关键词：

perfluorophenyltrifluoroborate salt; perfluoroethenyltrifluoroborate salt; cross-coupling; palladium; silveroxide;

D O I：

10.1016/S0040-4039(02)01922-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Potassium pentafluorophenyl- and trifluorovinyltrifluoroborates, both containing electron-poor organo groups, reacted with iodobenzene and p-substituted iodobenzenes in the presence of palladium compounds and stoichiometric amounts of silveroxide to the fluorinated cross-coupling products in very good yields. Substituted bromobenzenes were less efficient substrates. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：8111 / 8114

页数：4

共 30 条

[1] Investigations into ambient temperature biaryl coupling reactions
Anderson, JC
Namli, H
Roberts, CA
[J]. TETRAHEDRON, 1997, 53 (44) : 15123 - 15134
[2] Synthesis and cross-coupling reactions of tetra alkylammonium organotrifluoroborate salts
Batey, RA
Quach, TD
[J]. TETRAHEDRON LETTERS, 2001, 42 (52) : 9099 - 9103
[3] A novel stereocontrolled synthesis of 1,2-trans cyclopropyl ketones via Suzuki-type coupling of acid chlorides with cyclopropylboronic acids
Chen, H
Deng, MZ
[J]. ORGANIC LETTERS, 2000, 2 (12) : 1649 - 1651
[4] Darses S, 1996, B SOC CHIM FR, V133, P1095
[5] Cross-coupling reactions of arenediazonium tetrafluoroborates with potassium aryl- or alkenyltrifluoroborates catalyzed by palladium
Darses, S
Genet, JP
Brayer, JL
Demoute, JP
[J]. TETRAHEDRON LETTERS, 1997, 38 (25) : 4393 - 4396
[6] Potassium vinyltrifluoroborate:: A stable and efficient vinylating agent of arenediazonium salts using palladium catalysts
Darses, S
Michaud, G
Genêt, JP
[J]. TETRAHEDRON LETTERS, 1998, 39 (28) : 5045 - 5048
[7] Darses S, 1999, EUR J ORG CHEM, V1999, P1875
[8] STEREOSPECIFIC SYNTHESIS OF 9-DEMETHYLRETINOIDS VIA PALLADIUM-CATALYZED VINYLBORONIC ACID-VINYL IODIDE CROSS COUPLING
DELERA, AR
TORRADO, A
IGLESIAS, B
LOPEZ, S
[J]. TETRAHEDRON LETTERS, 1992, 33 (41) : 6205 - 6208
[9] REACTIONS OF PENTAFLUOROPHENYLXENON(II) HEXAFLUOROARSENATE [C6F5XE]+[ASF6]- WITH AROMATIC-COMPOUNDS
FROHN, HJ
KLOSE, A
BARDIN, VV
[J]. JOURNAL OF FLUORINE CHEMISTRY, 1993, 64 (03) : 201 - 215
[10] FROHN HJ, 2002, IN PRESS Z ANORG ALL

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