Palladium-mediated fluorination of arylboronic acids

被引：218

作者：

Furuya, Takeru ^{[1
]}

Kaiser, Hanns Martin ^{[1
]}

Ritter, Tobias ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 32期

关键词：

boronic acids; fluorination; palladium; synthetic methods; tomography;

D O I：

10.1002/anie.200802164

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Saving the best for last: Novel palladium complexes allow mild, two-step fluorination of aryl boronic acids (see scheme). The reaction is regiospecific, functional-group tolerant, has a broad substrate scope, and is ideally suited for the introduction of fluorine substituents at a late stage for aryl fluoride synthesis. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：5993 / 5996

页数：4

共 27 条

[1] Nucleophilic routes to selectively fluorinated aromatics
Adams, DJ
Clark, JH
[J]. CHEMICAL SOCIETY REVIEWS, 1999, 28 (04) : 225 - 231
[2] On aromatic fluoric compounds, I A new method for its representation
Balz, G
Schiemann, G
[J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1927, 60 : 1186 - 1190
[3] SELECTIVE, ELECTROPHILIC FLUORINATIONS USING N-FLUORO-O-BENZENEDISULFONIMIDE
DAVIS, FA
HAN, W
MURPHY, CK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (15) : 4730 - 4737
[4] Carbon-nitrogen bond-forming reactions of palladacycles with hypervalent iodine reagents
Dick, Allison R.
Remy, Matthew S.
Kampf, Jeff W.
Sanford, Melanie S.
[J]. ORGANOMETALLICS, 2007, 26 (06) : 1365 - 1370
[5] Organometallic chemistry of amidate complexes.: Accelerating effect of bidentate ligands on the reductive elimination of N-aryl amidates from palladium(II)
Fujita, Ken-ichi
Yamashita, Makoto
Puschmann, Florian
Alvarez-Falcon, Miguel Martinez
Incarvito, Christopher D.
Hartwig, John F.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (28) : 9044 - 9045
[6] FURUYA T, J AM CHEM S IN PRESS
[7] Ar-F reductive elimination from palladium(II) revisited
Grushin, Vladimir V.
Marshall, William J.
[J]. ORGANOMETALLICS, 2007, 26 (20) : 4997 - 5002
[8] Grushin VV, 2002, CHEM-EUR J, V8, P1006, DOI 10.1002/1521-3765(20020301)8:5<1006::AID-CHEM1006>3.0.CO
[9] 2-M
[10] Hall DG, 2005, BORONIC ACIDS: PREPARATION AND APPLICATIONS IN ORGANIC SYNTHESIS AND MEDICINE, P1, DOI 10.1002/3527606548

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