Site-selective 18F fluorination of unactivated C-H bonds mediated by a manganese porphyrin

被引：65

作者：

Liu, Wei ^{[1
]}

Huang, Xiongyi ^{[1
]}

Placzek, Michael S. ^{[2
,3
]}

Krska, Shane W. ^{[4
]}

McQuade, Paul ^{[5
]}

Hooker, Jacob M. ^{[2
,3
]}

Groves, John T. ^{[1
]}

机构：

[1] Princeton Univ, Dept Chem, Princeton, NJ 08544 USA

[2] Harvard Med Sch, Massachusetts Gen Hosp, Athinoula A Martinos Ctr Biomed Imaging, Charlestown, MA 02129 USA

[3] Massachusetts Gen Hosp, Dept Radiol, Div Nucl Med & Mol Imaging, Boston, MA 02114 USA

[4] Merck Res Labs, Dept Proc Chem, Rahway, NJ 07065 USA

[5] Merck Res Labs, Imaging Res, West Point, PA 19486 USA

来源：

CHEMICAL SCIENCE | 2018年 / 9卷 / 05期

基金：

美国国家科学基金会;

关键词：

POSITRON-EMISSION-TOMOGRAPHY; ALPHA-AMINO-ACIDS; BENZYLIC FLUORINATION; FLUORIDE-ION; OXIDATIVE FLUORINATION; BIOLOGICAL EVALUATION; REBOUND MECHANISM; C(SP(3))-H BONDS; PET; F-18-FLUORINATION;

D O I：

10.1039/c7sc04545j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first direct C-H F-18 fluorination reaction of unactivated aliphatic sites using no-carrier-added [F-18] fluoride is reported. Under the influence of a manganese porphyrin/iodosylbenzene system, a variety of unactivated aliphatic C-H bonds can be selectively converted to C-F-18 bonds. The mild conditions, broad substrate scope and generally inaccessible regiochemistry make this radio-fluorination a powerful alternate to established nucleophilic substitution for the preparation of F-18 labeled radio tracers.

引用

页码：1168 / 1172

页数：5

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