Ruthenium(II)-Catalyzed meta C-H Mono- and Difluoromethylations by Phosphine/Carboxylate Cooperation

被引：166

作者：

Ruan, Zhixiong ^{[1
]}

Zhang, Shou-Kun ^{[1
]}

Zhu, Cuiju ^{[1
]}

Ruth, Paul Niklas ^{[2
]}

Stalke, Dietmar ^{[2
]}

Ackermann, Lutz ^{[1
]}

机构：

[1] Georg August Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany

[2] Georg August Univ Gottingen, Inst Anorgan Chem, Tammannstr 4, D-37077 Gottingen, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 08期

基金：

欧洲研究理事会;

关键词：

C-H activation; fluorine; meta-selectivity; phosphine; ruthenium; CATALYZED DIRECT ARYLATIONS; BOND ACTIVATION; RECENT PROGRESS; FUNCTIONALIZATION; LIGAND; ARENES; ARYL; OLEFINATION; ALKYLATION; ALKENES;

D O I：

10.1002/anie.201611595

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ruthenium(II)-catalyzed meta-selective C-H (di) fluoromethylation was accomplished by phosphine and carboxylate cooperation. The remote C-H functionalization was characterized by ample substrate scope, thereby setting the stage for meta-(di) fluoromethylation through facile C-H cleavage.

引用

页码：2045 / 2049

页数：5

共 87 条

[1] Phosphine oxides as preligands in ruthenium-catalyzed arylations via C-H bond functionalization using aryl chlorides [J].

Ackermann, L .

ORGANIC LETTERS, 2005, 7 (14) :3123-3125

[2]

Ackermann L., 2009, ANGEW CHEM, V121, P9976, DOI DOI 10.1002/ANGE.200902996

[3] C-H ACTIVATION Following directions [J].

Ackermann, Lutz ;

Li, Jie .

NATURE CHEMISTRY, 2015, 7 (09) :686-687

[4] Robust Ruthenium(II)-Catalyzed C-H Arylations: Carboxylate Assistance for the Efficient Synthesis of Angiotensin-II-Receptor Blockers [J].

Ackermann, Lutz .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2015, 19 (01) :260-269

[5] Well-Defined Ruthenium(II) Carboxylate as Catalyst for Direct C-H/C-O Bond Arylations with Phenols in Water [J].

Ackermann, Lutz ;

Pospech, Jola ;

Potukuchi, Harish Kumar .

ORGANIC LETTERS, 2012, 14 (08) :2146-2149

[6] Carboxylate-Assisted Ruthenium-Catalyzed Direct Alkylations of Ketimines [J].

Ackermann, Lutz ;

Hofmann, Nora ;

Vicente, Ruben .

ORGANIC LETTERS, 2011, 13 (07) :1875-1877

[7] Ruthenium-Catalyzed Direct Arylations Through C-H Bond Cleavages [J].

Ackermann, Lutz ;

Vicente, Ruben .

C-H ACTIVATION, 2010, 292 :211-229

[8] Transition-Metal-Catalyzed Direct Arylation of (Hetero)Arenes by C-H Bond Cleavage [J].

Ackermann, Lutz ;

Vicente, Ruben ;

Kapdi, Anant R. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (52) :9792-9826

[9] Ruthenium-Catalyzed Direct Arylations of N-Aryl 1,2,3-Triazoles with Aryl Chlorides as Electrophiles [J].

Ackermann, Lutz ;

Born, Robert ;

Vicente, Ruben .

CHEMSUSCHEM, 2009, 2 (06) :546-549

[10] Ruthenium-Catalyzed Regioselective Direct Alkylation of Arenes with Unactivated Alkyl Halides through C-H Bond Cleavage [J].

Ackermann, Lutz ;

Novak, Petr ;

Vicente, Ruben ;

Hofmann, Nora .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (33) :6045-6048

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