Transition-Metal-Mediated Reactions for Csp2-F Bond Construction: The State of Play

被引：95

作者：

Brown, John M. ^{[1
]}

Gouverneur, Veronique ^{[1
]}

机构：

[1] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 46期

关键词：

alkenes; arenes; homogeneous catalysis; fluorine; transition metals; FORMING REDUCTIVE ELIMINATION; ARYLPALLADIUM(II) HALIDE-COMPLEXES; POSITRON-EMISSION-TOMOGRAPHY; PALLADIUM(IV) COMPLEXES; CESIUM FLUOROXYSULFATE; ACETYL HYPOFLUORITE; ARYLBORONIC ACIDS; ARYL FLUORIDES; C-O; FLUORINATION;

D O I：

10.1002/anie.200902121

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It's a rate thing: Crucial conceptual advances have allowed for the development of a Pd-mediated pathway to Caryl-F by using either electrophilic (right) or nucleophilic (left) fluorinating reagents. Of significance is the recognition that PdIV intermediates reduce the barrier to C-F reductive elimination and the use of an ancillary bulky ligand to force reductive elimination from a 14-electron PdII complex. © 2009 Wiley-VCH Verlag GmbH &. Co. KGaA.

引用

页码：8610 / 8614

页数：5

共 50 条

[31] Synergistic Pd/Cu-catalyzed enantioselective Csp2-F bond alkylation of fluoro-1,3-dienes with aldimine esters
Yu, Huimin
Zhang, Qinglong
Zi, Weiwei
NATURE COMMUNICATIONS, 2022, 13 (01)
[32] Transition-Metal-Mediated versus Tetrazine-Triggered Bioorthogonal Release Reactions: Direct Comparison and Combinations Thereof
Mancuso, Francesca
Rahm, Michal
Dzijak, Rastislav
Mertlikova-Kaiserova, Helena
Vrabel, Milan
CHEMPLUSCHEM, 2020, 85 (08): : 1669 - 1675
[33] Catalyst Regeneration in Transition-Metal-Mediated Atom-Transfer Radical Addition (ATRA) and Cyclization (ATRC) Reactions
Pintauer, Tomislav
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2010, (17) : 2449 - 2460
[34] Stereoselective Csp3-Csp2 Bond-Forming Reactions by Transition-Metal-Free Reductive Coupling of Cyclic Tosylhydrazones with Boronic Acids
Plaza, Manuel
Carmen Perez-Aguilar, M.
Valdes, Carlos
CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (18) : 6253 - 6257
[35] CYCLOADDITION REACTIONS OF TRANSITION-METAL 2-ALKYNYL COMPLEXES WITH A DISULFUR MONOXIDE SOURCE - TRANSITION-METAL-MEDIATED SYNTHESES OF 5-MEMBERED-RING THIOSULFINATE ESTERS
RASETA, ME
MISHRA, RK
CAWOOD, SA
WELKER, ME
RHEINGOLD, AL
ORGANOMETALLICS, 1991, 10 (08) : 2936 - 2945
[36] Recent advance in transition-metal-mediated trifluoromethylation for the construction of C(sp3)-CF3 bonds
Xu, Jun
Liu, Xiaoyang
Fu, Yao
TETRAHEDRON LETTERS, 2014, 55 (03) : 585 - 594
[37] Transition metal mediated reactions of [18F]2-bromo-6-fluoropyridine
Betts, Helen M.
Robins, Edward G.
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2011, 54 : S511 - S511
[38] NONOXIDATIVE TRANSITION-METAL-CARBON BOND CLEAVING REACTIONS AND THEIR APPLICATION IN A TRANSITION-METAL MEDIATED CYCLOPENTENONE SYNTHESIS
NI, LM
BELOT, JA
WELKER, ME
TETRAHEDRON LETTERS, 1992, 33 (02) : 177 - 180
[39] TRANSITION-METAL-MEDIATED REACTIONS OF CYCLENPHOSPHORANE - SYNTHESIS AND REACTIVITY OF HCYCLENPMO(CO)5, A SPECIES WITH A TRANSANNULAR P---N INTERACTION
KHASNIS, DV
LATTMAN, M
SIRIWARDANE, U
ORGANOMETALLICS, 1991, 10 (05) : 1326 - 1331
[40] Transition-metal-mediated cascade reactions: The water-accelerated carboalumination-Claisen rearrangement-carbonyl addition reaction
Wipf, P
Waller, DL
Reeves, JT
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (20): : 8096 - 8102

← 1 2 3 4 5 →